Synthesis of Aryl Formic Acid Cyano Aryl Methyl Esters
- Corresponding author: ZHAO Zhouxing, zhao_zx05@163.com
Citation:
ZHOU Liwang, ZHAO Zhouxing. Synthesis of Aryl Formic Acid Cyano Aryl Methyl Esters[J]. Chinese Journal of Applied Chemistry,
;2019, 36(1): 10-15.
doi:
10.11944/j.issn.1000-0518.2019.01.180092
Belokon Y N, Blacker A J, Carta P. Synthetic and Mechanistic Studies on Asymmetric Cyanohydrin Synthesis Using a Titanium(salen) Bimetallic Catalyst[J]. Tetrahedron, 2004,60(46):10433-10447. doi: 10.1016/j.tet.2004.07.098
Gregory R J H. Cyanohydrins in Nature and the Laboratory:Biology, Preparations, and Synthetic Applications[J]. Chem Rev, 1999,99(12):3649-3682.
Veum L, Pereira S R M, Waal J C. Cholinium-Based Supported Ionic Liquid Membranes:A Sustainable Route for Carbon Dioxide Separation[J]. Org Chem, 2006,16(64):110-113.
Hoffmann H M R, Ismail Z M, Hollweg R. DABCO-Mediated Synthesis and Biological Activity of Cyanohydrin Esters[J]. Chem Soc Jpn, 1990,63(6):1807-1810. doi: 10.1246/bcsj.63.1807
Zhang W, Shi M. Alkyl Phosphines Promoted Reductive Coupling of Acyl Cyanides:Formation of O-Acyl Cyanohydrins[J]. Tetrahedron, 2006,62(37):8715-8719. doi: 10.1016/j.tet.2006.06.094
Zhang W, Shi M. DBU Catalyzed Cyanoacylation of Ketones with Acyl Cyanides[J]. Org Biomol Chem, 2006,4(9):1671-1674. doi: 10.1039/b602197b
Iwanami K, Aoyagi M, Oriyama T. An Efficient and Facile One-Pot Synthesis of Cyanohydrin Esters from Carbonyl Compounds Catalyzed by Iron(Ⅲ) Chloride[J]. Tetrahedron Lett, 2005,46(44):7487-7490. doi: 10.1016/j.tetlet.2005.09.003
Chenevert R, Plante R, Voyer N. Crown Ether Catalysis in Synthesis of Cyanohydrin Derivatives[J]. Synth Commun, 1983,13(5):403-409. doi: 10.1080/00397918308066996
Photis J M. A New Synthesis of Cyanohydrin Esters[J]. Org Chem, 1981,12(25):182-184.
Warmerdam E G J C, Brussee J, Kruse C G. Inversion of the Configuration of Cyanohydrins by a Mitsunobu Esterification Reaction[J]. Tetrahedron, 1993,49(5):1063-1070. doi: 10.1016/S0040-4020(01)86287-6
Acharyya K, Acharyya K, Howlader P. Molecular Cage Impregnated Palladium Nanoparticles:Efficient, Additive-Free Heterogeneous Catalysts for Cyanation of Aryl Halides[J]. J Am Chem Soc, 2016,138(5):1709-1716. doi: 10.1021/jacs.5b13307
Hajipour A R, Rafiee F, Ruoho A E. Microwave-Enhanced Synthesis of Aryl Nitriles Using Dimeric Orthopalladated Complex of Tribenzylamine and K4[Fe(CN)6][J]. Tetrahedron Lett, 2012,53(5):526-529. doi: 10.1016/j.tetlet.2011.11.087
Hajipour A R, Abrisham F, Tavakoli G. Microwave-Enhanced Cyanation of Aryl Halides with a Dimeric Ortho-Palladated Complex Catalyst[J]. Transit Metal Chem, 2011,36(7):725-730. doi: 10.1007/s11243-011-9525-8
Li Z, Shi S. AgI-PEG400-KI Catalyzed Environmentally Benign Synthesis of Aroyl Cyanides Using Potassium Hexacyanoferrate(Ⅱ) as the Cyanating Agent[J]. Synlett, 2006,38(3):2495-2497.
Li Z, Tian G, Ma Z. One-Pot Three-component Solvent-Free Cyanoaroylation of Aldehydes Using Potassium Hexacyanoferrate(Ⅱ) as Environmentally Benign Cyanide Source[J]. Synlett, 2010,41(52):2164-2168.
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