
Citation: ZHOU Wenjun, DENG Jiaying. Research Progress of Iron-catalyzed Cross-coupling Reactions[J]. Chinese Journal of Applied Chemistry, 2016, 33(3): 245-266. doi: 10.11944/j.issn.1000-0518.2016.03.150202

铁催化的交叉偶联反应研究进展
English
Research Progress of Iron-catalyzed Cross-coupling Reactions
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Key words:
- iron catalysts
- / cross-coupling reaction
- / organic synthesis
- / progress
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[1] Hassan J,Sevignon M,Gozzi C,et al. Aryl-aryl Bond Formation One Century after the Discovery of the Ullmann Reaction[J]. Chem Rev,2002,102(5):1359-1470.[1] Hassan J,Sevignon M,Gozzi C,et al. Aryl-aryl Bond Formation One Century after the Discovery of the Ullmann Reaction[J]. Chem Rev,2002,102(5):1359-1470.
-
[2] Southard G E,Van Hhouten K A,Murray G M. Heck Cross-Coupling for Synthesizing Metal-Complexing Monomers[J]. Synthesis,2006,(15):2475-2477.[2] Southard G E,Van Hhouten K A,Murray G M. Heck Cross-Coupling for Synthesizing Metal-Complexing Monomers[J]. Synthesis,2006,(15):2475-2477.
-
[3] Fukuda T,Sudo E,Shimokawa K,et al. Palladium-catalyzed Cross-coupling of N-Benzenesulfonyl-3,4-dibromopyrrole and Its Application to the Total Syntheses of Lamellarins O, P, Q, and R[J]. Tetrahedron,2008,64(2):328-338.[3] Fukuda T,Sudo E,Shimokawa K,et al. Palladium-catalyzed Cross-coupling of N-Benzenesulfonyl-3,4-dibromopyrrole and Its Application to the Total Syntheses of Lamellarins O, P, Q, and R[J]. Tetrahedron,2008,64(2):328-338.
-
[4] OUYANG Hongxia,ZHANG Xiaolin,WEI Meng. Recent Progress of Catalytic Ligands in Palladium Catalyzed Coupling Reaction-Heck and Suzuki Reaction[J]. Chem Interm,2010,(10):10-14(in Chinese).欧阳红霞,张晓林,魏萌. 钯催化的Heck和Suzuki偶联反应中催化配体发展进程[J]. 化工中间体,2010,(10):10-14.[4] OUYANG Hongxia,ZHANG Xiaolin,WEI Meng. Recent Progress of Catalytic Ligands in Palladium Catalyzed Coupling Reaction-Heck and Suzuki Reaction[J]. Chem Interm,2010,(10):10-14(in Chinese).欧阳红霞,张晓林,魏萌. 钯催化的Heck和Suzuki偶联反应中催化配体发展进程[J]. 化工中间体,2010,(10):10-14.
-
[5] LIU Ning,LIU Chun,JIN Zilin. Palladium-Catalyzed Suzuki Reaction in Aqueous Media[J]. Chinese J Org Chem,2012,32(5):860-876(in Chinese).刘宁,刘春,金子林. 水相钯催化Suzuki反应[J]. 有机化学,2012,32(5):860-876.[5] LIU Ning,LIU Chun,JIN Zilin. Palladium-Catalyzed Suzuki Reaction in Aqueous Media[J]. Chinese J Org Chem,2012,32(5):860-876(in Chinese).刘宁,刘春,金子林. 水相钯催化Suzuki反应[J]. 有机化学,2012,32(5):860-876.
-
[6] Littke A F,Fu G C. Palladium-Catalyzed Coupling Reactions of Aryl Chlorides[J]. Angew Chem,Int Ed,2002,41(15):4176-4211.[6] Littke A F,Fu G C. Palladium-Catalyzed Coupling Reactions of Aryl Chlorides[J]. Angew Chem,Int Ed,2002,41(15):4176-4211.
-
[7] Rosen B M,Quasdorf K W,Wilson D A,et al. Nickel-Catalyzed Cross-Couplings Involving Carbon-Oxygen Bonds[J]. Chem Rev,2011,111(3):1346-1416.[7] Rosen B M,Quasdorf K W,Wilson D A,et al. Nickel-Catalyzed Cross-Couplings Involving Carbon-Oxygen Bonds[J]. Chem Rev,2011,111(3):1346-1416.
-
[8] Yu D G,Li B J,Shi Z J. Exploration of New C-O Electrophiles in Cross-coupling Reactions[J]. Acc Chem Res,2010,43(12):1486-1495.[8] Yu D G,Li B J,Shi Z J. Exploration of New C-O Electrophiles in Cross-coupling Reactions[J]. Acc Chem Res,2010,43(12):1486-1495.
-
[9] Knappke C E I,Jacobi von Wangelin A. A Synthetic Double Punch:Suzuki-Miyaura Cross-Coupling Mates with C-H Functionalization[J]. Angew Chem Int Ed,2010,49(21):3568-3570.[9] Knappke C E I,Jacobi von Wangelin A. A Synthetic Double Punch:Suzuki-Miyaura Cross-Coupling Mates with C-H Functionalization[J]. Angew Chem Int Ed,2010,49(21):3568-3570.
-
[10] Goossen L J,Goossen K,Stanciu C. C(aryl)-O Activation of Aryl Carboxylates in Nickel-Catalyzed Biaryl Syntheses[J]. Angew Chem Int Ed,2009,48(20):3569-3571.[10] Goossen L J,Goossen K,Stanciu C. C(aryl)-O Activation of Aryl Carboxylates in Nickel-Catalyzed Biaryl Syntheses[J]. Angew Chem Int Ed,2009,48(20):3569-3571.
-
[11] XIONG Xingquan. Recent Advance in Pd-Catalyzed Cross-Coupling Reaction[J]. J Huaqiao Univ(Nat Sci),2011,32(2):121-124(in Chinese).熊兴泉. 钯催化交叉偶联反应研究进展[J]. 华侨大学学报(自然科学版):2011,32(2):121-124.[11] XIONG Xingquan. Recent Advance in Pd-Catalyzed Cross-Coupling Reaction[J]. J Huaqiao Univ(Nat Sci),2011,32(2):121-124(in Chinese).熊兴泉. 钯催化交叉偶联反应研究进展[J]. 华侨大学学报(自然科学版):2011,32(2):121-124.
-
[12] Nicolaou K C,Bulger P G,Sarlah D. Palladium-catalyzed Cross-coupling Reactions in Total Synthesis[J]. Angew Chem Int Ed,2005,44(29):4442-4489.[12] Nicolaou K C,Bulger P G,Sarlah D. Palladium-catalyzed Cross-coupling Reactions in Total Synthesis[J]. Angew Chem Int Ed,2005,44(29):4442-4489.
-
[13] Torborg C,Beller M. Recent Applications of Palladium-catalyzed Coupling Reactions in the Harmaceutical, Agrochemical, and Fine Chemical Industries[J]. Adv Synth Catal,2009,351(18):3027-3043.[13] Torborg C,Beller M. Recent Applications of Palladium-catalyzed Coupling Reactions in the Harmaceutical, Agrochemical, and Fine Chemical Industries[J]. Adv Synth Catal,2009,351(18):3027-3043.
-
[14] WANG Chen,FU Yao,LIU Lei,et al. New Advance of Fe- and Co-Catalyzed C-C Coupling Reactions[J]. Chinese J Org Chem,2007,27(6):703-723(in Chinese).王晨,傅尧,刘磊,等. Fe和Co催化的碳-碳偶联反应的最新进展[J]. 有机化学,2007,27(6):703-723.[14] WANG Chen,FU Yao,LIU Lei,et al. New Advance of Fe- and Co-Catalyzed C-C Coupling Reactions[J]. Chinese J Org Chem,2007,27(6):703-723(in Chinese).王晨,傅尧,刘磊,等. Fe和Co催化的碳-碳偶联反应的最新进展[J]. 有机化学,2007,27(6):703-723.
-
[15] WANG Yefeng,ZENG Jinghui,CUI Xiaorui. Recent Progress in Copper-Catalyzed C-N Coupling Reactions[J]. Chinese J Org Chem,2010,30(2):181-199(in Chinese).王晔峰,曾京辉,崔晓瑞. 铜催化C-N交叉偶联反应的研究进展[J]. 有机化学,2010,30(2):181-199.[15] WANG Yefeng,ZENG Jinghui,CUI Xiaorui. Recent Progress in Copper-Catalyzed C-N Coupling Reactions[J]. Chinese J Org Chem,2010,30(2):181-199(in Chinese).王晔峰,曾京辉,崔晓瑞. 铜催化C-N交叉偶联反应的研究进展[J]. 有机化学,2010,30(2):181-199.
-
[16] Bolm C,Legros J,Paih J L,et al. Iron-catalyzed Reactions in Organic Synthesis[J]. Chem Rev,2004,104(12):6217-6254.[16] Bolm C,Legros J,Paih J L,et al. Iron-catalyzed Reactions in Organic Synthesis[J]. Chem Rev,2004,104(12):6217-6254.
-
[17] Seidel G,Laurich D,Fürstner A. Iron-Catalyzed Cross-Coupling Reactions:A Scalable Synthesis of the Immunosuppressive Agent FTY720[J]. J Org Chem,2004,69(11):3950-3952.[17] Seidel G,Laurich D,Fürstner A. Iron-Catalyzed Cross-Coupling Reactions:A Scalable Synthesis of the Immunosuppressive Agent FTY720[J]. J Org Chem,2004,69(11):3950-3952.
-
[18] Xu X L,Cheng D P,Pei W. Iron-Catalyzed Homocoupling of Bromide Compounds[J]. J Org Chem,2006,71(17):6637-6639.[18] Xu X L,Cheng D P,Pei W. Iron-Catalyzed Homocoupling of Bromide Compounds[J]. J Org Chem,2006,71(17):6637-6639.
-
[19] Correa A,Mancheño O G,Bolm C. Iron-catalysed Carbon-heteroatom and Heteroatom-heteroatom Bond Forming processes[J]. Chem Soc Rev,2008,37(6):1108-1117.[19] Correa A,Mancheño O G,Bolm C. Iron-catalysed Carbon-heteroatom and Heteroatom-heteroatom Bond Forming processes[J]. Chem Soc Rev,2008,37(6):1108-1117.
-
[20] Carril C,Correa A,Bolm C. Iron-catalyzed Sonogashira Reactions[J]. Angew Chem,Int Ed,2008,47(26):4862-4865.[20] Carril C,Correa A,Bolm C. Iron-catalyzed Sonogashira Reactions[J]. Angew Chem,Int Ed,2008,47(26):4862-4865.
-
[21] Liu L X. Recent Uses of Iron Catalysts in Organic Reactions[J]. Curr Org Chem,2010,14(11):1099-1126.[21] Liu L X. Recent Uses of Iron Catalysts in Organic Reactions[J]. Curr Org Chem,2010,14(11):1099-1126.
-
[22] Hatakeyama T,Yoshimoto Y,Gabriel T,et al. Iron-catalyzed Enyne Cross-coupling Reaction[J]. Org Lett,2008,10(23):5341-5344.[22] Hatakeyama T,Yoshimoto Y,Gabriel T,et al. Iron-catalyzed Enyne Cross-coupling Reaction[J]. Org Lett,2008,10(23):5341-5344.
-
[23] Xie X,Xu X,Li H,et al. Iron-Catalyzed Cross-Coupling Reactions of Terminal Alkynes with Vinyl Iodides[J]. Adv Synth Catal,2009,351(9):1263-1267.[23] Xie X,Xu X,Li H,et al. Iron-Catalyzed Cross-Coupling Reactions of Terminal Alkynes with Vinyl Iodides[J]. Adv Synth Catal,2009,351(9):1263-1267.
-
[24] Gø gsig T M,Lindhard A T,Skrydstrup T. Heteroaromatic Sulfonates and Phosphates as Electrophiles in Iron-Catalyzed Cross-Couplings[J]. Org Lett,2009,11(21):4886-4888.[24] Gø gsig T M,Lindhard A T,Skrydstrup T. Heteroaromatic Sulfonates and Phosphates as Electrophiles in Iron-Catalyzed Cross-Couplings[J]. Org Lett,2009,11(21):4886-4888.
-
[25] Fan X,Cui X,Guan Y,et al. Iron-Catalyzed π-Activated C-O Ether Bond Cleavage with C-C and C-H Bond Formation[J]. Eur J Org Chem,2014,(3):498-501.[25] Fan X,Cui X,Guan Y,et al. Iron-Catalyzed π-Activated C-O Ether Bond Cleavage with C-C and C-H Bond Formation[J]. Eur J Org Chem,2014,(3):498-501.
-
[26] Liu P,Wang Z,Lin J,et al. An Efficient Route to Quinolines and Other Compounds by Iron-Catalysed Cross-Dehydrogenative Coupling Reactions of Glycine Derivatives[J]. Eur J Org Chem,2012,2012(8):1583-1589.[26] Liu P,Wang Z,Lin J,et al. An Efficient Route to Quinolines and Other Compounds by Iron-Catalysed Cross-Dehydrogenative Coupling Reactions of Glycine Derivatives[J]. Eur J Org Chem,2012,2012(8):1583-1589.
-
[27] Chandrasekharam M,Chiranjeevi B,Gupta K S V,et al. Iron-Catalyzed Regioselective Direct Oxidative Aryl-Aryl Cross-Coupling[J]. J Org Chem,2011,76(24):10229-10235.[27] Chandrasekharam M,Chiranjeevi B,Gupta K S V,et al. Iron-Catalyzed Regioselective Direct Oxidative Aryl-Aryl Cross-Coupling[J]. J Org Chem,2011,76(24):10229-10235.
-
[28] Liu K M,Liao L Y,Duan X F. Iron Catalyzed Oxidative Assembly of N-Heteroaryl and Aryl Metal Reagents Using Oxygen As an Oxidant[J]. Chem Commun,2015,51(6):1124-1127.[28] Liu K M,Liao L Y,Duan X F. Iron Catalyzed Oxidative Assembly of N-Heteroaryl and Aryl Metal Reagents Using Oxygen As an Oxidant[J]. Chem Commun,2015,51(6):1124-1127.
-
[29] Bé ziera D,Darcel C. Iron-Catalyzed Suzuki Miyaura Cross-Coupling Reaction[J]. Adv Synth Catal,2009,351(11/12):1732-1736.[29] Bé ziera D,Darcel C. Iron-Catalyzed Suzuki Miyaura Cross-Coupling Reaction[J]. Adv Synth Catal,2009,351(11/12):1732-1736.
-
[30] LIU Yan,GU Ningning,LIU Yashuai,et al. Simple Iron Salts Catalyzed Suzuki-Miyaura Coupling Reactions[J]. J Shihezi Univ(Nat Sci),2014,32(1):93-96(in Chinese).刘岩,谷宁宁,刘亚帅,等. 简单铁盐催化的Suzuki-Miyaura偶联反应研究[J]. 石河子大学学报(自然科学版),2014,32(1):93-96.[30] LIU Yan,GU Ningning,LIU Yashuai,et al. Simple Iron Salts Catalyzed Suzuki-Miyaura Coupling Reactions[J]. J Shihezi Univ(Nat Sci),2014,32(1):93-96(in Chinese).刘岩,谷宁宁,刘亚帅,等. 简单铁盐催化的Suzuki-Miyaura偶联反应研究[J]. 石河子大学学报(自然科学版),2014,32(1):93-96.
-
[31] Xie Y,Yu M,Zhang Y. Iron(Ⅱ) Chloride Catalyzed Alkylation of Propargyl Ethers:Direct Functionalization of an sp3 C-H Bond Adjacent to Oxygen[J]. Synthesis,2011,2011(17):2803-2809.[31] Xie Y,Yu M,Zhang Y. Iron(Ⅱ) Chloride Catalyzed Alkylation of Propargyl Ethers:Direct Functionalization of an sp3 C-H Bond Adjacent to Oxygen[J]. Synthesis,2011,2011(17):2803-2809.
-
[32] You X L,Xu L,Hu T. Iron-Catalyzed Oxidative Coupling of Terminal Alkynes with Arylboronic Acids[J]. Lett Org Chem,2012,9(4):300-304.[32] You X L,Xu L,Hu T. Iron-Catalyzed Oxidative Coupling of Terminal Alkynes with Arylboronic Acids[J]. Lett Org Chem,2012,9(4):300-304.
-
[33] Liu Z Q,Zhang Y,Zhao L,et al. Iron-Catalyzed Stereospecific Olefin Synthesis by Direct Coupling of Alcohols and Alkenes with Alcohols[J]. Org Lett,2011,13(9):2208-2211.[33] Liu Z Q,Zhang Y,Zhao L,et al. Iron-Catalyzed Stereospecific Olefin Synthesis by Direct Coupling of Alcohols and Alkenes with Alcohols[J]. Org Lett,2011,13(9):2208-2211.
-
[34] Correa A,Bolm C. Iron-Catalyzed N-Arylation of Nitrogen Nucleophiles[J]. Angew Chem Int Ed,2007,46(46):8862-8865.[34] Correa A,Bolm C. Iron-Catalyzed N-Arylation of Nitrogen Nucleophiles[J]. Angew Chem Int Ed,2007,46(46):8862-8865.
-
[35] Correa A,Bolm C. Iron-Catalyzed C-N Cross-Coupling of Sulfoximines with Aryl Iodides[J]. Adv Synth Catal,2008,350(3):391-394.[35] Correa A,Bolm C. Iron-Catalyzed C-N Cross-Coupling of Sulfoximines with Aryl Iodides[J]. Adv Synth Catal,2008,350(3):391-394.
-
[36] Teo Y C,Efficient Cross-Coupling Reactions Nitrogen Nucleophiles with Arylhalides in Water[J]. Adv Synth Catal,2009,351(5):720-724.[36] Teo Y C,Efficient Cross-Coupling Reactions Nitrogen Nucleophiles with Arylhalides in Water[J]. Adv Synth Catal,2009,351(5):720-724.
-
[37] Pan S,Liu J,Li H,et al. Iron-Catalyzed N-Alkylation of Azoles via Oxidation of C-H Bond Adjacent to an Oxygen Atom[J]. Org Lett,2010,12(9):1932-1935.[37] Pan S,Liu J,Li H,et al. Iron-Catalyzed N-Alkylation of Azoles via Oxidation of C-H Bond Adjacent to an Oxygen Atom[J]. Org Lett,2010,12(9):1932-1935.
-
[38] Yao B,Liang Z,Niu T,et al. Iron-Catalyzed Amidation of Alkynyl Bromides:A Facile Route for the Preparation of Ynamides[J]. J Org Chem,2009,74(12):4630-4633.[38] Yao B,Liang Z,Niu T,et al. Iron-Catalyzed Amidation of Alkynyl Bromides:A Facile Route for the Preparation of Ynamides[J]. J Org Chem,2009,74(12):4630-4633.
-
[39] Mao J,Xie G,Zhan J,et al. Iron-Catalyzed Cross-Coupling Reaction of Vinyl Bromides or Chlorides with Imidazoles in the Absence of Ligands and Additives[J]. Adv Synth Catal,2009,351(9):1268-1272.[39] Mao J,Xie G,Zhan J,et al. Iron-Catalyzed Cross-Coupling Reaction of Vinyl Bromides or Chlorides with Imidazoles in the Absence of Ligands and Additives[J]. Adv Synth Catal,2009,351(9):1268-1272.
-
[40] Bistri O,Correa A,Bolm C. Iron-Catalyzed C-O Cross-Couplings of Phenols with Aryl Iodides[J]. Angew Chem Int Ed,2008,47(3):586-588[40] Bistri O,Correa A,Bolm C. Iron-Catalyzed C-O Cross-Couplings of Phenols with Aryl Iodides[J]. Angew Chem Int Ed,2008,47(3):586-588
-
[41] Yang J,Shen G,Chen D. Iron-catalyzed Synthesis of 2-Arylbenzo[b]furans[J]. Synth Commun,2013,43(6):837-847.[41] Yang J,Shen G,Chen D. Iron-catalyzed Synthesis of 2-Arylbenzo[b]furans[J]. Synth Commun,2013,43(6):837-847.
-
[42] Jana U,Biswas S,Maiti S. Iron(Ⅲ)-catalyzed Addition of Benzylic Alcohols to Aryl Alkynes-A New Synthesis of Substituted Aryl Ketones[J]. Eur J Org Chem,2008,2008(34):5798-5804.[42] Jana U,Biswas S,Maiti S. Iron(Ⅲ)-catalyzed Addition of Benzylic Alcohols to Aryl Alkynes-A New Synthesis of Substituted Aryl Ketones[J]. Eur J Org Chem,2008,2008(34):5798-5804.
-
[43] Lin Y Y,Wang Y J,Lin C H,et al. Synthesis of Alkenyl Sulfides Through the Iron-Catalyzed Cross-Coupling Reaction of Vinylhalides with Thiols[J]. J Org Chem,2012,77(14):6100-6106.[43] Lin Y Y,Wang Y J,Lin C H,et al. Synthesis of Alkenyl Sulfides Through the Iron-Catalyzed Cross-Coupling Reaction of Vinylhalides with Thiols[J]. J Org Chem,2012,77(14):6100-6106.
-
[44] Wang M,Ren K,Wang L. Iron-Catalyzed Ligand-Free Carbon-Selenium(or Tellurium) Coupling of Arylboronic Acids with Diselenides and Ditellurides[J]. Adv Synth Catal,2009,351(10),1586-1594.[44] Wang M,Ren K,Wang L. Iron-Catalyzed Ligand-Free Carbon-Selenium(or Tellurium) Coupling of Arylboronic Acids with Diselenides and Ditellurides[J]. Adv Synth Catal,2009,351(10),1586-1594.
-
[45] Castagnolo D,Botta M. Iron-Catalyzed Cross-Coupling Between 1-Bromoalkynes and Grignard-Derived Organocuprate Reagents[J]. Eur J Org Chem,2010,2010(17):3224-3228.[45] Castagnolo D,Botta M. Iron-Catalyzed Cross-Coupling Between 1-Bromoalkynes and Grignard-Derived Organocuprate Reagents[J]. Eur J Org Chem,2010,2010(17):3224-3228.
-
[46] WEI Wenlong,LI Gong,LI Xing,et al. The Review of Coupling Reaction Catalyzed by Metal Palladium[J]. Guangzhou Chem Ind,2012,40(12):41-43(in Chinese). 魏文珑,李功,李兴,等. 金属钯催化的偶联反应的研究总结[J]. 广州化工,2012,40(12):41-43.[46] WEI Wenlong,LI Gong,LI Xing,et al. The Review of Coupling Reaction Catalyzed by Metal Palladium[J]. Guangzhou Chem Ind,2012,40(12):41-43(in Chinese). 魏文珑,李功,李兴,等. 金属钯催化的偶联反应的研究总结[J]. 广州化工,2012,40(12):41-43.
-
[47] Bartoccini F,Piersanti G,Armaroli S,et al. Development of a Practical and Sustainable Strategy for the Synthesis of ST1535 by an Iron-catalyzed Kumada Cross-coupling Reaction[J]. Tetrahedron Lett,2014,55(7):1376-1378.[47] Bartoccini F,Piersanti G,Armaroli S,et al. Development of a Practical and Sustainable Strategy for the Synthesis of ST1535 by an Iron-catalyzed Kumada Cross-coupling Reaction[J]. Tetrahedron Lett,2014,55(7):1376-1378.
-
[48] Shakhmaev R N,Sunagatullina A S,Zorin V V. Iron-Catalyzed Synthesis of Cinnarizine[J]. Russ J Org Chem,2015,51(1):95-97.[48] Shakhmaev R N,Sunagatullina A S,Zorin V V. Iron-Catalyzed Synthesis of Cinnarizine[J]. Russ J Org Chem,2015,51(1):95-97.
-
[49] Cahiez G,Duplais C,Moyeux A. Iron-Catalyzed Alkylation of Alkenyl Grignard Reagents[J]. Org Lett,2007,9(17):3253-3254.[49] Cahiez G,Duplais C,Moyeux A. Iron-Catalyzed Alkylation of Alkenyl Grignard Reagents[J]. Org Lett,2007,9(17):3253-3254.
-
[50] Mayer M,Czaplik W M,Wangelin A J. Practical Iron-Catalyzed Allylations of Aryl Grignard Reagents[J]. Adv Synth Catal,2010,352(13):2147-2152.[50] Mayer M,Czaplik W M,Wangelin A J. Practical Iron-Catalyzed Allylations of Aryl Grignard Reagents[J]. Adv Synth Catal,2010,352(13):2147-2152.
-
[51] Rushworth P J,Hhulcoop D G,Fox D J. Iron/Tetramethylethylenediamine-Catalyzed Ambient-Temperature Coupling of Alkyl Grignard Reagents and Aryl Chlorides[J]. J Org Chem,2013,78(18):9517-9521.[51] Rushworth P J,Hhulcoop D G,Fox D J. Iron/Tetramethylethylenediamine-Catalyzed Ambient-Temperature Coupling of Alkyl Grignard Reagents and Aryl Chlorides[J]. J Org Chem,2013,78(18):9517-9521.
-
[52] Jér?me Q,Xavier F,Reynald H,et al. Iron-catalyzed Arylation of Hetero ArylHalides by Grignard Reagents[J]. Tetrahedron Lett,2002,43(19):3547-3549.[52] Jér?me Q,Xavier F,Reynald H,et al. Iron-catalyzed Arylation of Hetero ArylHalides by Grignard Reagents[J]. Tetrahedron Lett,2002,43(19):3547-3549.
-
[53] Malhotra S,Seng P S,Koenig S G. Chemoselective sp2-sp3 Cross-Couplings:Iron-Catalyzed Alkyl Transfer to Dihaloaromatics[J]. Org Lett,2013,15(14):3698-3701.[53] Malhotra S,Seng P S,Koenig S G. Chemoselective sp2-sp3 Cross-Couplings:Iron-Catalyzed Alkyl Transfer to Dihaloaromatics[J]. Org Lett,2013,15(14):3698-3701.
-
[54] Jamie H,Kelsey J,Jaipal N,et al. Synthesis of 2-Substituted Furans by Iron- and Palladium-Catalyzed Coupling Reactions[J]. Synthesis,2011,2011(5):731-738.[54] Jamie H,Kelsey J,Jaipal N,et al. Synthesis of 2-Substituted Furans by Iron- and Palladium-Catalyzed Coupling Reactions[J]. Synthesis,2011,2011(5):731-738.
-
[55] Colacino E. Synthesis of Novel Pyrrolo-[3,2-c]quinolines via Iron-Catalyzed Cross-Coupling Reaction of Grignard Reagents[J]. Synth Commun,2009,39(9):1583-1591.[55] Colacino E. Synthesis of Novel Pyrrolo-[3,2-c]quinolines via Iron-Catalyzed Cross-Coupling Reaction of Grignard Reagents[J]. Synth Commun,2009,39(9):1583-1591.
-
[56] Le Marquand P,Tsui G C,Whitney J C C,et al. Iron-Catalyzed Cross-Coupling Reactions Between a Bicyclic Alkenyl Triflate and Grignard Reagents[J]. J Org Chem,2008,73(19):7829-7832.[56] Le Marquand P,Tsui G C,Whitney J C C,et al. Iron-Catalyzed Cross-Coupling Reactions Between a Bicyclic Alkenyl Triflate and Grignard Reagents[J]. J Org Chem,2008,73(19):7829-7832.
-
[57] Cahiez G,Gager O,Habiak V. Iron-Catalyzed Alkenylation of Grignard Reagents by Enol Phosphates[J]. Synthesis,2008,2008(16):2636 2644.[57] Cahiez G,Gager O,Habiak V. Iron-Catalyzed Alkenylation of Grignard Reagents by Enol Phosphates[J]. Synthesis,2008,2008(16):2636 2644.
-
[58] Duplais C,Bures F,Sapountzis I,et al. An Efficient Synthesis of Diaryl Ketones by Iron-catalyzed Arylation of Aroyl Cyanides[J]. Angew Chem Int Ed,2004,43(22):2968-2970.[58] Duplais C,Bures F,Sapountzis I,et al. An Efficient Synthesis of Diaryl Ketones by Iron-catalyzed Arylation of Aroyl Cyanides[J]. Angew Chem Int Ed,2004,43(22):2968-2970.
-
[59] Volla C M R,Markovic D,Dubbaka S R,et al. Ligandless Iron-Catalyzed Desulfinylative C-C Allylation Reactions Using Grignard Reagents and Alk-2-enesulfonyl Chlorides[J]. Eur J Org Chem,2009,2009(36):6281-6288.[59] Volla C M R,Markovic D,Dubbaka S R,et al. Ligandless Iron-Catalyzed Desulfinylative C-C Allylation Reactions Using Grignard Reagents and Alk-2-enesulfonyl Chlorides[J]. Eur J Org Chem,2009,2009(36):6281-6288.
-
[60] Itami K,Higashi S,Mineno M,et al. Iron-catalyzed Cross-coupling of Alkenyl Sulfides with Grignard Reagents[J]. Org Lett,2005,7(7):1219-1222.[60] Itami K,Higashi S,Mineno M,et al. Iron-catalyzed Cross-coupling of Alkenyl Sulfides with Grignard Reagents[J]. Org Lett,2005,7(7):1219-1222.
-
[61] Guo W,Wang Z. Iron-catalyzed Cross-coupling of Aryltrimethylammonium Triflates and Alkyl Grignard Reagents[J]. Tetrahedron,2013,69(46):9580-9585.[61] Guo W,Wang Z. Iron-catalyzed Cross-coupling of Aryltrimethylammonium Triflates and Alkyl Grignard Reagents[J]. Tetrahedron,2013,69(46):9580-9585.
-
[62] Zhao J,Zhou W,Han J,et al. Iron-catalyzed Alkenylation of Cyclic Ethers via Decarboxylative sp3(C)-sp2(C) Coupling[J]. Tetrahedron Lett,2013,54(48):6507-6510.[62] Zhao J,Zhou W,Han J,et al. Iron-catalyzed Alkenylation of Cyclic Ethers via Decarboxylative sp3(C)-sp2(C) Coupling[J]. Tetrahedron Lett,2013,54(48):6507-6510.
-
[63] Hatakeyama T,Hashimoto T,Kathriarachchi K K A D S,et al. Iron-Catalyzed Alkyl-Alkyl Suzuki-Miyaura Coupling[J]. Angew Chem Int Ed,2012,51(35):8834-8837.[63] Hatakeyama T,Hashimoto T,Kathriarachchi K K A D S,et al. Iron-Catalyzed Alkyl-Alkyl Suzuki-Miyaura Coupling[J]. Angew Chem Int Ed,2012,51(35):8834-8837.
-
[64] Zhao J,Fang H,Zhou W,et al. Iron-Catalyzed Cross-Dehydrogenative Coupling Esterification of Unactive C(sp3)-H Bonds with Carboxylic Acids for the Synthesis of α-Acyloxy Ethers[J]. Org Chem,2014,79(9):3847-3855.[64] Zhao J,Fang H,Zhou W,et al. Iron-Catalyzed Cross-Dehydrogenative Coupling Esterification of Unactive C(sp3)-H Bonds with Carboxylic Acids for the Synthesis of α-Acyloxy Ethers[J]. Org Chem,2014,79(9):3847-3855.
-
[65] Kuzmina O M,Steib A K,Flubacher D. Iron-Catalyzed Cross-Coupling of N-Heterocyclic Chlorides and Bromides with Arylmagnesium Reagents[J]. Org Lett,2012,14(18):4818-4821.[65] Kuzmina O M,Steib A K,Flubacher D. Iron-Catalyzed Cross-Coupling of N-Heterocyclic Chlorides and Bromides with Arylmagnesium Reagents[J]. Org Lett,2012,14(18):4818-4821.
-
[66] Cheung C W,Ren P,Hu X. Mild and Phosphine-Free Iron-Catalyzed Cross-Coupling of Nonactivated Secondary Alkylhalides with Alkynyl Grignard Reagents[J]. Org Lett,2014,16(9):2566-2569.[66] Cheung C W,Ren P,Hu X. Mild and Phosphine-Free Iron-Catalyzed Cross-Coupling of Nonactivated Secondary Alkylhalides with Alkynyl Grignard Reagents[J]. Org Lett,2014,16(9):2566-2569.
-
[67] Cheng Y,Dong W,Wang L,et al. Iron-Catalyzed Hetero-Cross-Dehydrogenative Coupling Reactions of Sulfoximines with Diarylmethanes:A New Route to N-Alkylated Sulfoximines[J]. Org Lett,2014,16(7):2000-2002.[67] Cheng Y,Dong W,Wang L,et al. Iron-Catalyzed Hetero-Cross-Dehydrogenative Coupling Reactions of Sulfoximines with Diarylmethanes:A New Route to N-Alkylated Sulfoximines[J]. Org Lett,2014,16(7):2000-2002.
-
[68] Zhang M,Zhang S,Pan C. Et al. Iron-catalyzed Direct C-H Thiolation of Trimethoxybenzene with Disulfides[J]. Synth Commun,2012,42(19):2844-2853.[68] Zhang M,Zhang S,Pan C. Et al. Iron-catalyzed Direct C-H Thiolation of Trimethoxybenzene with Disulfides[J]. Synth Commun,2012,42(19):2844-2853.
-
[69] Volla C M R,Voge P. Chemoselective C-H Bond Activation:Ligand and Solvent Free Iron-Catalyzed Oxidative C-C Cross-Coupling of Tertiary Amines with Terminal Alkynes. Reaction Scope and Mechanism[J]. Org Lett,2009,11(8):1701-1704.[69] Volla C M R,Voge P. Chemoselective C-H Bond Activation:Ligand and Solvent Free Iron-Catalyzed Oxidative C-C Cross-Coupling of Tertiary Amines with Terminal Alkynes. Reaction Scope and Mechanism[J]. Org Lett,2009,11(8):1701-1704.
-
[70] Xia Q,Chen W. Iron-Catalyzed N-Alkylation of Azoles via Cleavage of an sp3 C-H Bond Adjacent to a Nitrogen Atom[J]. J Org Chem,2012,77(20):9366-9373.[70] Xia Q,Chen W. Iron-Catalyzed N-Alkylation of Azoles via Cleavage of an sp3 C-H Bond Adjacent to a Nitrogen Atom[J]. J Org Chem,2012,77(20):9366-9373.
-
[71] Silberstein A L,Ramgren S D,Garg N K. Iron-Catalyzed Alkylations of Aryl Sulfamates and Carbamates[J]. Org Lett,2012,14(14):3796-3799.[71] Silberstein A L,Ramgren S D,Garg N K. Iron-Catalyzed Alkylations of Aryl Sulfamates and Carbamates[J]. Org Lett,2012,14(14):3796-3799.
-
[72] Marc C P,Amber N G,Tyler C. An Unprecedented Iron-catalyzed Cross-coupling of Primary and Secondary Alkyl Grignard Reagents with Non-activated Aryl ChloridesLaw[J]. Tetrahedron Lett,2012,53(33):4436-4439.[72] Marc C P,Amber N G,Tyler C. An Unprecedented Iron-catalyzed Cross-coupling of Primary and Secondary Alkyl Grignard Reagents with Non-activated Aryl ChloridesLaw[J]. Tetrahedron Lett,2012,53(33):4436-4439.
-
[73] Dongol K G,Koh H,Sau M,et al. Iron-Catalysed sp3-sp3 Cross-Coupling Reactions of Unactivated Alkylhalides with Alkyl Grignard Reagents[J]. Adv Synth Catal,2007,349(7):1015-1018.[73] Dongol K G,Koh H,Sau M,et al. Iron-Catalysed sp3-sp3 Cross-Coupling Reactions of Unactivated Alkylhalides with Alkyl Grignard Reagents[J]. Adv Synth Catal,2007,349(7):1015-1018.
-
[74] Qian B,Xie P,Xie Y,et al. Iron-Catalyzed Direct Alkenylation of 2-Substituted Azaarenes with N-Sulfonyl Aldimines via C-H Bond Activation[J]. Org Lett,2011,13(10):2580-2583.[74] Qian B,Xie P,Xie Y,et al. Iron-Catalyzed Direct Alkenylation of 2-Substituted Azaarenes with N-Sulfonyl Aldimines via C-H Bond Activation[J]. Org Lett,2011,13(10):2580-2583.
-
[75] Guo D,Huang H,Xu J,et al. Efficient Iron-Catalyzed N-Arylation of Arylhalides with Amines[J]. Org Lett,2008,10(20):4513-4516.[75] Guo D,Huang H,Xu J,et al. Efficient Iron-Catalyzed N-Arylation of Arylhalides with Amines[J]. Org Lett,2008,10(20):4513-4516.
-
[76] Deb A,Manna S,Maji A. Iron-Catalyzed Direct C-H Arylation of Heterocycles and Quinones with Arylboronic Acids[J]. Eur J Org Chem,2013,2013(24):5251-5256.[76] Deb A,Manna S,Maji A. Iron-Catalyzed Direct C-H Arylation of Heterocycles and Quinones with Arylboronic Acids[J]. Eur J Org Chem,2013,2013(24):5251-5256.
-
[77] Agrawal T,Cook S P. Iron-Catalyzed Cross-Coupling Reactions of Alkyl Grignards with Aryl Sulfamates and Tosylates[J]. Org Lett,2013,15(1):96-99.[77] Agrawal T,Cook S P. Iron-Catalyzed Cross-Coupling Reactions of Alkyl Grignards with Aryl Sulfamates and Tosylates[J]. Org Lett,2013,15(1):96-99.
-
[78] Toolika A,Silas P C. Iron-Catalyzed Coupling of Aryl Sulfamates and Aryl/Vinyl Tosylates with Aryl Grignards[J]. Org Lett,2014,16(19):5080-5083.[78] Toolika A,Silas P C. Iron-Catalyzed Coupling of Aryl Sulfamates and Aryl/Vinyl Tosylates with Aryl Grignards[J]. Org Lett,2014,16(19):5080-5083.
-
[79] Buchwald S L,Bolm C. On theRole of Metal Contaminants in Catalyses with FeCl3[J]. Angew Chem Int Ed,2008,48(33):5586-5587.[79] Buchwald S L,Bolm C. On theRole of Metal Contaminants in Catalyses with FeCl3[J]. Angew Chem Int Ed,2008,48(33):5586-5587.
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