Progress in the Synthesis of N-Fused Heterocycles Catalyzed by Nanocrystalline Metal Oxides
- Corresponding author: Ma Yangmin, mym63@sina.com
	            Citation:
	            
		            Zhang Jin, Liu Jia, Ma Yangmin, Cheng Pei. Progress in the Synthesis of N-Fused Heterocycles Catalyzed by Nanocrystalline Metal Oxides[J]. Chinese Journal of Organic Chemistry,
							;2017, 37(3): 555-565.
						
							doi:
								10.6023/cjoc201609006
						
					
				
					 
				
	        
 
	                
				Shafiee, A. Eur. J. Med. Chem. 2015, 97, 334.
												 doi: 10.1016/j.ejmech.2015.03.043
											
										
				Rani, R.; Granchi, C. Eur. J. Med. Chem. 2015, 97, 505.
												 doi: 10.1016/j.ejmech.2014.11.031
											
										
				Yang, R.; Gao, Z.-F.; Zhao, J.-Y.; Li, W.-B.; Zhou, L.; Miao, F. J. Agric. Food Chem. 2015, 63, 1906.
												 doi: 10.1021/jf505609z
											
										
				Manivannan, E.; Chaturvedi, S. C. Bioorg. Med. Chem. 2011, 19, 4520.
												 doi: 10.1016/j.bmc.2011.06.019
											
										
				Giardina, D.; Martarelli, D.; Sagratini, G.; Angeli, P.; Ballinari, D.; Gulini, U.; Melchiorre, C.; Poggesi, E.; Pompei, P. J. Med. Chem. 2009, 52, 4951.
												 doi: 10.1021/jm8016046
											
										
				Wermuth, C. G.; Schlewer, G.; Bourguignon, J. J.; Maghioros, G.; Bouchet, M. J.; Moire, C.; Kan, J. P.; Worms, P.; Biziere, K. J. Med. Chem. 1989, 32, 528.
												 doi: 10.1021/jm00123a004
											
										
				Rueda, L.; Castellote, I.; Castro-Pichel, J.; Chaparro, M. J.; de la Rosa, J. C.; Garcia-Perez, A.; Gordo, M.; Jimenez-Diaz, M. B.; Kessler, A.; Macdonald, S. J. F.; Martinez, M. S.; Sanz, L. M.; Gamo, F. J.; Fernandez, E. ACS Med. Chem. Lett. 2011, 2, 840.
												 doi: 10.1021/ml2001517
											
										
				Wang, J.; Tan, H.; Li, Y.; Ma, Y.; Li, Z.; Guddat, L. W. J. Agric. Food Chem. 2011, 59, 9892.
												 doi: 10.1021/jf2021607
											
										
				Hu Q. Z.; Qin Y; Xi H. T; Sun X. Q. Chin. J. Synth. Chem. 2011, 19, 480 (in Chinese).
										
				Yang, W.; Chen, J.; Huang, X.; Ding, J.; Liu, M.; Wu, H. Org. Lett. 2014, 16, 5418.
												 doi: 10.1021/ol5026553
											
										
				Ding, Z. W.; Tan, Q. T.; Liu, B. X.; Zhang, K.; Xu, B. Acta Chim. Sinica 2015, 73, 1302 (in Chinese).
												 doi: 10.6023/A15040263
											
										
				Zhao, J. B.; Zhang, Q. Acta Chim. Sinica 2015, 73, 1235 (in Chinese).
												 doi: 10.6023/A15010063
											
										
				Zhang, Z. R.; Zheng, X. L.; Guo, C. B. Chin. J. Org. Chem. 2016, 36, 1241 (in Chinese).
												 doi: 10.6023/cjoc201511004
											
										 
				Ji, Y. G.; Wu, L.; Fan, Q. H. Acta Chim. Sinica 2014, 72, 798 (in Chinese).
												 doi: 10.6023/A14040325
											
										
				Elwahy, A. H. M.; Shaaban, M. R. RSC Adv. 2015, 5, 75659.
												 doi: 10.1039/C5RA11421G
											
										
				Teimouri, A.; Chermahini, A. N. Chin. J. Chem. 2012, 30, 372.
												 doi: 10.1002/cjoc.v30.2
											
										
				Ma, F. P.; Li, P. H.; Li, B. L.; Mo, L. P.; Liu, N.; Kang, H. J.; Liu, Y. N.; Zhang, Z. H. Appl. Catal. A:Gen. 2013, 457, 34.
												 doi: 10.1016/j.apcata.2013.03.005
											
										
				Li, B.; Hu, H.; Mo, L.; Zhang, Z. RSC Adv. 2014, 4, 12929.
												 doi: 10.1039/c3ra47855f
											
										
				Li, B.; Zhang, M.; Hu, H.; Du, X.; Zhang, Z. New J. Chem. 2014, 38, 2435.
												 doi: 10.1039/c3nj01368e
											
										
				Sabbaghan, M.; Ghalaei, A. J. Mol. Liq. 2014, 193, 116.
												 doi: 10.1016/j.molliq.2013.12.018
											
										
				Hajinasiri, R.; Hossaini, Z.; Sheikholeslami-Farahani, F. Comb. Chem. High Throughput Screening 2015, 18, 42.
												 doi: 10.2174/1386207317666141203123133
											
										
				Azgomi, N.; Mokhtary, M. J. Mol. Catal. A:Chem. 2015, 398, 58.
												 doi: 10.1016/j.molcata.2014.11.018
											
										
				Sobhani, S.; Honarmand, M. Appl. Catal. A:Gen. 2013, 467, 456.
												 doi: 10.1016/j.apcata.2013.08.006
											
										
				Eshghi, H.; Khojastehnezhad, A.; Moeinpour, F.; Rezaeian, S.; Bakavoli, M.; Teymouri, M.; Rostami, A.; Haghbeen, K. Tetrahedron 2015, 71, 436.
												 doi: 10.1016/j.tet.2014.12.010
											
										
				Teimouri, A.; Chermahini, A. N. J. Mol. Catal. A:Chem. 2011, 346, 39.
												 doi: 10.1016/j.molcata.2011.06.007
											
										
				Safari, J.; Zarnegar, Z. J. Chem. Sci. 2013, 125, 835.
												 doi: 10.1007/s12039-013-0462-2
											
										
				Zarnegar, Z.; Safari, J. RSC Adv. 2014, 4, 20932.
												 doi: 10.1039/c4ra03176h
											
										
				Reddy, B.; Vijayakumar, V.; Arasu, M.; Al-Dhabi, N. Molecules 2015, 20, 19221.
												 doi: 10.3390/molecules201019221
											
										
				Mitra, S.; Bagdi, A. K.; Majee, A.; Hajra, A. Tetrahedron Lett. 2013, 54, 4982.
												 doi: 10.1016/j.tetlet.2013.07.050
											
										
				Zakerinasab, B.; Nasseri, M. A.; Hassani, H.; Samieadel, M. M. Res. Chem. Intermed. 2015, 42, 3169.
										
				Sangshetti, J. N.; Dharmadhikari, P. P.; Chouthe, R. S.; Fatema, B.; Lad, V.; Karande, V.; Darandale, S. N.; Shinde, D. B. Bioorg. Med. Chem. Lett. 2013, 23, 2250.
												 doi: 10.1016/j.bmcl.2013.01.041
											
										
				Murty, M. S. R.; Penthala, R.; Buddana, S. K.; Prakasham, R. S.; Das, P.; Polepalli, S.; Jain, N.; Bojja, S. Med. Chem. Res. 2014, 23, 4579.
												 doi: 10.1007/s00044-014-1025-x
											
										
				Kamal, A.; Swapna, P. RSC Adv. 2013, 3, 7419.
												 doi: 10.1039/c3ra22485f
											
										
				Salam, N.; Sinha, A.; Mondal, P.; Roy, A. S.; Jana, N. R.; Islam, S. M. RSC Adv. 2013, 3, 18087.
												 doi: 10.1039/c3ra43184c
											
										
				Bhardwaj, M.; Jamwal, B.; Paul, S. Catal. Lett. 2016, 146, 629.
												 doi: 10.1007/s10562-015-1672-7
											
										
				Vahdat, S. M.; Raz, S. G.; Baghery, S. J. Chem. Sci. (Bangalore, India) 2014, 126, 579.
												 doi: 10.1007/s12039-013-0544-1
											
										
				Banerjee, S.; Payra, S.; Saha, A.; Sereda, G. Tetrahedron Lett. 2014, 55, 5515.
												 doi: 10.1016/j.tetlet.2014.07.123
											
										
				Maleki, B.; Baghayeri, M.; Vahdat, S. M.; Mohammadzadeh, A.; Akhoondi, S. RSC Adv. 2015, 5, 46545.
												 doi: 10.1039/C5RA06618B
											
										
				Shiraishi, Y.; Sugano, Y.; Tanaka, S.; Hirai, T. Angew. Chem., Int. Ed. 2010, 49, 1656.
												 doi: 10.1002/anie.200906573
											
										
				Karami, B.; Nikoseresht, S.; Khodabakhshi, S. Chin. J. Catal. 2012, 33, 298.
												 doi: 10.1016/S1872-2067(11)60329-X
											
										
				Alinezhad, H.; Salehian, F.; Biparva, P. Synth. Commun. 2012, 42, 102.
												 doi: 10.1080/00397911.2010.522294
											
										
				Santra, S.; Majee, A.; Hajra, A. Tetrahedron Lett. 2012, 53, 1974.
												 doi: 10.1016/j.tetlet.2012.02.021
											
										
				Inamdar, S. M.; More, V. K.; Mandal, S. K. Tetrahedron Lett. 2013, 54, 579.
												 doi: 10.1016/j.tetlet.2012.11.091
											
										
				Yang, D.; Zhu, X.; Wei, W.; Sun, N.; Yuan, L.; Jiang, M.; You, J.; Wang, H. RSC Adv. 2014, 4, 17832.
												 doi: 10.1039/C4RA00559G
											
										
				Shelkar, R.; Sarode, S.; Nagarkar, J. Tetrahedron Lett. 2013, 54, 6986.
												 doi: 10.1016/j.tetlet.2013.09.092
											
										
				Hajipour, A. R.; Khorsandi, Z.; Mortazavi, M.; Farrokhpour, H. RSC Adv. 2015, 5, 107822.
												 doi: 10.1039/C5RA22207A
											
										
				Jamatia, R.; Saha, M.; Pal, A. K. RSC Adv. 2014, 4, 12826.
												 doi: 10.1039/c3ra47860b
											
										
				Maleki, A.; Ghamari, N.; Kamalzare, M. RSC Adv. 2014, 4, 9416.
												 doi: 10.1039/c3ra47366j
											
										
				Sharma, H.; Kaur, N.; Singh, N.; Jang, D. O. Green Chem. 2015, 17, 4263.
												 doi: 10.1039/C5GC00536A
											
										
				Azizi, K.; Karimi, M.; Heydari, A. Tetrahedron Lett. 2015, 56, 812.
												 doi: 10.1016/j.tetlet.2014.12.110
											
										
				Amoozadeh, A.; Azadeh, R. A.; Rahmani, S.; Salehi, M.; Kubicki, M.; Dutkiewicz, G. Phosphorus, Sulfur Silicon Relat. Elem. 2015, 190, 1874.
												 doi: 10.1080/10426507.2015.1031753
											
										
				Bahrami, K.; Khodaei, M. M.; Naali, F. J. Exp. Nanosci. 2016, 11, 148.
												 doi: 10.1080/17458080.2015.1038659
											
										
				Esmaeilpour, M.; Sardarian, A. R. Green Chem. Lett. Rev. 2014, 7, 301.
												 doi: 10.1080/17518253.2014.948078
											
										
				Jafarpour, M.; Rezapour, E.; Ghahramaninezhad, M.; Rezaeifard, A. New J. Chem. 2014, 38, 676.
												 doi: 10.1039/C3NJ00655G
											
										
				Jafarpour, M.; Rezaeifard, A. Transition Met. Chem. 2015, 41, 205.
										
				Rajabi, F.; Alves, D.; Luque, R. Molecules 2015, 20, 20709.
												 doi: 10.3390/molecules201119731
											
										
				Javidi, J.; Esmaeilpour, M. Mater. Res. Bull. 2016, 73, 409.
												 doi: 10.1016/j.materresbull.2015.10.002
											
										
				Edayadulla, N.; Lee, Y. R. RSC Adv. 2014, 4, 11459.
												 doi: 10.1039/c4ra00717d
											
										
				Wang, Z.; Hu, G.; Liu, J.; Liu, W.; Zhang, H.; Wang, B. Chem. Commun. 2015, 51, 5069.
												 doi: 10.1039/C5CC00250H
											
										
				Azarifar, A.; Nejat-Yami, R.; Azarifar, D. J. Iran Chem. Soc. 2012, 10, 297.
										
				Mouradzadegun, A.; Ma'mani, L.; Mahdavi, M.; Rashid, Z.; Shafiee, A.; Foroumadi, A.; Dianat, S. RSC Adv. 2015, 5, 83530.
												 doi: 10.1039/C5RA12307K
											
										
				Swami, S.; Devi, N.; Agarwala, A.; Singh, V.; Shrivastava, R. Tetrahedron Lett. 2016, 57, 1346.
												 doi: 10.1016/j.tetlet.2016.02.045
											
										
				Paul, S.; Pradhan, K.; Ghosh, S.; De, S. K.; Das, A. R. Tetrahedron 2014, 70, 6088.
												 doi: 10.1016/j.tet.2014.02.077
											
										
				Santra, S.; Bagdi, A. K.; Majee, A.; Hajra, A. RSC Adv. 2013, 3, 24931.
												 doi: 10.1039/c3ra43917h
											
										
				Farrokhi, A.; Ghodrati, K.; Yavari, I. Catal. Commun. 2015, 63, 41.
												 doi: 10.1016/j.catcom.2014.09.046
											
										
				Maleki, A.; Aghaei, M.; Ghamari, N. Chem. Lett. 2015, 44, 259.
												 doi: 10.1246/cl.141074
											
										
				Zhang, J.; Ren, D. C.; Ma, Y. M.; Wang, W. T.; Wu, H. Tetrahedron 2014, 70, 5274.
												 doi: 10.1016/j.tet.2014.05.059
											
										
				Zhang, J.; Zhao, J. W.; Wang, L. P.; Liu, J.; Ren, D. C.; Ma, Y. M. Tetrahedron 2016, 72, 936.
												 doi: 10.1016/j.tet.2015.12.055
											
										
				Zhang, J.; Liu, J.; Ma, Y. M.; Ren, D. C.; Cheng, P.; Zhao, J. W.; Zhang, F.; Yao, Y. Bioorg. Med. Chem. Lett. 2016, 26, 2273.
												 doi: 10.1016/j.bmcl.2016.03.052
											
										
				Zhang, J.; Cheng, P.; Ma, Y. M.; Liu, J.; Miao, Z.; Fan, C. Chin. J. Org. Chem. 2016, 36, 1368 (in Chinese).
												 doi: 10.6023/cjoc201512008
											
										 
				Zhang, J.; Liu, J.; Ma, Y. M.; Yang, X. F.; Cheng, P.; Fan, C.; Lu, P. Chem. J. Chin. Univ. 2016, 37, 1629 (in Chinese).
										 
 
						
						
						
	                Peng YUE , Liyao SHI , Jinglei CUI , Huirong ZHANG , Yanxia GUO . Effects of Ce and Mn promoters on the selective oxidation of ammonia over V2O5/TiO2 catalyst. Chinese Journal of Inorganic Chemistry, 2025, 41(2): 293-307. doi: 10.11862/CJIC.20240210
Bing WEI , Jianfan ZHANG , Zhe CHEN . Research progress in fine tuning of bimetallic nanocatalysts for electrocatalytic carbon dioxide reduction. Chinese Journal of Inorganic Chemistry, 2025, 41(3): 425-439. doi: 10.11862/CJIC.20240201
Wentao Xu , Xuyan Mo , Yang Zhou , Zuxian Weng , Kunling Mo , Yanhua Wu , Xinlin Jiang , Dan Li , Tangqi Lan , Huan Wen , Fuqin Zheng , Youjun Fan , Wei Chen . Bimetal Leaching Induced Reconstruction of Water Oxidation Electrocatalyst for Enhanced Activity and Stability. Acta Physico-Chimica Sinica, 2024, 40(8): 2308003-0. doi: 10.3866/PKU.WHXB202308003
Yongwei ZHANG , Chuang ZHU , Wenbin WU , Yongyong MA , Heng YANG . Efficient hydrogen evolution reaction activity induced by ZnSe@nitrogen doped porous carbon heterojunction. Chinese Journal of Inorganic Chemistry, 2025, 41(4): 650-660. doi: 10.11862/CJIC.20240386
Zhaoyu Wen , Na Han , Yanguang Li . Recent Progress towards the Production of H2O2 by Electrochemical Two-Electron Oxygen Reduction Reaction. Acta Physico-Chimica Sinica, 2024, 40(2): 2304001-0. doi: 10.3866/PKU.WHXB202304001
Yuying JIANG , Jia LUO , Zhan GAO . Development status and prospects of solid oxide cell high entropy electrode catalysts. Chinese Journal of Inorganic Chemistry, 2025, 41(9): 1719-1730. doi: 10.11862/CJIC.20250124
Wang Wang , Yucheng Liu , Shengli Chen . Use of NiFe Layered Double Hydroxide as Electrocatalyst in Oxygen Evolution Reaction: Catalytic Mechanisms, Electrode Design, and Durability. Acta Physico-Chimica Sinica, 2024, 40(2): 2303059-0. doi: 10.3866/PKU.WHXB202303059
Shijie Ren , Mingze Gao , Rui-Ting Gao , Lei Wang . Bimetallic Oxyhydroxide Cocatalyst Derived from CoFe MOF for Stable Solar Water Splitting. Acta Physico-Chimica Sinica, 2024, 40(7): 2307040-0. doi: 10.3866/PKU.WHXB202307040
Chi Li , Jichao Wan , Qiyu Long , Hui Lv , Ying Xiong . N-Heterocyclic Carbene (NHC)-Catalyzed Amidation of Aldehydes with Nitroso Compounds. University Chemistry, 2024, 39(5): 388-395. doi: 10.3866/PKU.DXHX202312016
Lina Guo , Ruizhe Li , Chuang Sun , Xiaoli Luo , Yiqiu Shi , Hong Yuan , Shuxin Ouyang , Tierui Zhang . Effect of Interlayer Anions in Layered Double Hydroxides on the Photothermocatalytic CO2 Methanation of Derived Ni-Al2O3 Catalysts. Acta Physico-Chimica Sinica, 2025, 41(1): 100002-0. doi: 10.3866/PKU.WHXB202309002
Yanan Liu , Yufei He , Dianqing Li . Preparation of Highly Dispersed LDHs-based Catalysts and Testing of Nitro Compound Reduction Performance: A Comprehensive Chemical Experiment for Research Transformation. University Chemistry, 2024, 39(8): 306-313. doi: 10.3866/PKU.DXHX202401081
Ping ZHANG , Chenchen ZHAO , Xiaoyun CUI , Bing XIE , Yihan LIU , Haiyu LIN , Jiale ZHANG , Yu'nan CHEN . Preparation and adsorption-photocatalytic performance of ZnAl@layered double oxides. Chinese Journal of Inorganic Chemistry, 2024, 40(10): 1965-1974. doi: 10.11862/CJIC.20240014
Qiangqiang SUN , Pengcheng ZHAO , Ruoyu WU , Baoyue CAO . Multistage microporous bifunctional catalyst constructed by P-doped nickel-based sulfide ultra-thin nanosheets for energy-efficient hydrogen production from water electrolysis. Chinese Journal of Inorganic Chemistry, 2024, 40(6): 1151-1161. doi: 10.11862/CJIC.20230454
Ye Wang , Ruixiang Ge , Xiang Liu , Jing Li , Haohong Duan . An Anion Leaching Strategy towards Metal Oxyhydroxides Synthesis for Electrocatalytic Oxidation of Glycerol. Acta Physico-Chimica Sinica, 2024, 40(7): 2307019-0. doi: 10.3866/PKU.WHXB202307019
Xin Han , Zhihao Cheng , Jinfeng Zhang , Jie Liu , Cheng Zhong , Wenbin Hu . Design of Amorphous High-Entropy FeCoCrMnBS (Oxy) Hydroxides for Boosting Oxygen Evolution Reaction. Acta Physico-Chimica Sinica, 2025, 41(4): 2404023-0. doi: 10.3866/PKU.WHXB202404023
Xiaofeng Zhu , Bingbing Xiao , Jiaxin Su , Shuai Wang , Qingran Zhang , Jun Wang . Transition Metal Oxides/Chalcogenides for Electrochemical Oxygen Reduction into Hydrogen Peroxides. Acta Physico-Chimica Sinica, 2024, 40(12): 2407005-0. doi: 10.3866/PKU.WHXB202407005
Hailang JIA , Hongcheng LI , Pengcheng JI , Yang TENG , Mingyun GUAN . Preparation and performance of N-doped carbon nanotubes composite Co3O4 as oxygen reduction reaction electrocatalysts. Chinese Journal of Inorganic Chemistry, 2024, 40(4): 693-700. doi: 10.11862/CJIC.20230402
Endong YANG , Haoze TIAN , Ke ZHANG , Yongbing LOU . Efficient oxygen evolution reaction of CuCo2O4/NiFe-layered bimetallic hydroxide core-shell nanoflower sphere arrays. Chinese Journal of Inorganic Chemistry, 2024, 40(5): 930-940. doi: 10.11862/CJIC.20230369
Lili Jiang , Shaoyu Zheng , Xuejiao Liu , Xiaomin Xie . Copper-Catalyzed Oxidative Coupling Reactions for the Synthesis of Aryl Sulfones: A Fundamental and Exploratory Experiment for Undergraduate Teaching. University Chemistry, 2025, 40(7): 267-276. doi: 10.12461/PKU.DXHX202408004
Yan Kong , Wei Wei , Lekai Xu , Chen Chen . Electrochemical Synthesis of Organonitrogen Compounds from N-integrated CO2 Reduction Reaction. Acta Physico-Chimica Sinica, 2024, 40(8): 2307049-0. doi: 10.3866/PKU.WHXB202307049