Citation:
Bahador Karami, Mahtab Kiani, Mohsen Ahmad Hoseini. In(OTf)3 as a powerful and recyclable catalyst for Pechmann condensation without solvent[J]. Chinese Journal of Catalysis,
;2014, 35(7): 1206-1211.
doi:
10.1016/S1872-2067(14)60090-5
-
In(OTf)3 plays the role of a Lewis acid catalyst in the Pechmann condensation of phenols with β-ketoesters under solvent-free conditions to give coumarin derivatives. This novel and inexpensive method has advantages such as short reaction time, excellent product yields, and avoids the use of organic solvents in agreement with green chemistry principles. Catalyst loadings can be as low as 1 mol% to give high yields of the corresponding coumarins at 80℃. The catalyst can be recovered after the reaction, and reused with only a slight decrease in the yield.
-
-
-
[1]
[1] Basanagouda M, Jambagi V B, Barigidad N N, Laxmeshwar S S, Devaru V, Narayanachar. Eur J Med Chem, 2014, 74: 225
-
[2]
[2] Ghodke S, Chudasama U. Appl Catal A, 2013, 453: 219
-
[3]
[3] Zhao J Y, Zhou M, Liu Y, Zhang G L, Luo Y G. Fitoterapia, 2011, 82: 767
-
[4]
[4] Mokhtary M, Najafizadeh F. C R Chim, 2012, 15: 530
-
[5]
[5] Ahmed A I, El-Hakam S A, Khder A S. Abo El-Yazeed W S. J Mol Catal A, 2013, 366: 99
-
[6]
[6] Rajitha B, Naveen Kumar V N, Someshwar P, Madhav J V, Reddy P N, Reddy Y T. Arkivoc, 2006, (12): 23
-
[7]
[7] De S K, Gibbs R A. Synthesis, 2005: 1231
-
[8]
[8] Goswami P. Synth Commun, 2009, 39: 2271
-
[9]
[9] Kalita P, Kumar R. Microporous Mesoporous Mater, 2012, 149: 1
-
[10]
[10] Sheng S R, Huang P G, Wang Q, Huang R, Liu X L. Synth Commun, 2006, 36: 3175
-
[11]
[11] Kumar V, Tomar S, Patel R, Yousaf A, Parmar V S, Malhotra S V. Synth Commun, 2008, 38: 2646
-
[12]
[12] Karami B, Kiani M. Catal Commun, 2011, 14: 62
-
[13]
[13] Sinhamahapatra A, Sutradhar N, Pahari S, Bajaj H C, Panda A B. Appl Catal A, 2011, 394: 93
-
[14]
[14] Sharma G V M, Reddy J J, Sree Lakshmi P, Krishna P R. Tetrahedron Lett, 2005, 46: 6119
-
[15]
[15] Zagotto G, Gia O, Baccichetti F, Uriarte E, Palum M. Photochem Photobiol, 1993, 58: 486
-
[16]
[16] Jung K, Park Y J, Ryu J S. Synth Commun, 2008, 38: 4395
-
[17]
[17] Goswami P. Synth Commun, 2009, 39: 2271
-
[18]
[18] Smitha G, Reddy C S. Synth Commun, 2004, 34: 3997
-
[19]
[19] Bahekar S S, Shinde D B. Tetrahedron Lett, 2004, 45: 7999
-
[20]
[20] Heravi M M, Khorasani M, Derikvand F, Oskooie H A, Bamoharram F F. Catal Commun, 2007, 8: 1886
-
[21]
[21] Xie S S, Wang X B, Li J Y, Yang L, Kong L Y. Eur J Med Chem, 2013, 64: 540
-
[22]
[22] Karami B, Khodabakhshi S, Jamshidi M. J Chin Chem Soc, 2013, 60: 1103
-
[23]
[23] Ahmed A I, El-Hakam S A, Abd Elghany M A. Abo El-Yazeed W S. Appl Catal A, 2011, 407: 40
-
[1]
-
-
-
[1]
Wenchao Chen , Xiaoting Niu , Xinyu Liang , Guanghao Zhu , Xue Zhang , Qing Gong , Cen Xie , Guangbo Ge , Ping Wang , Yuqi He . Rationally engineered a universal far-red fluorogenic substrate of bile salt hydrolase for functional imaging and inhibitor screening. Chinese Chemical Letters, 2026, 37(4): 111320-. doi: 10.1016/j.cclet.2025.111320
-
[2]
Ying Chen , Lun Li , Guohao Han , Ren Liu , Guanghui An , Yi Zhu . Macromolecular coumarin sulfonium salt with side chain effect constructed by copolymerization strategy for free radical, cationic, and hybrid photopolymerizations. Chinese Chemical Letters, 2025, 36(7): 110458-. doi: 10.1016/j.cclet.2024.110458
-
[3]
Yuexiang Liu , Xiangqiao Yang , Tong Lin , Guantian Yang , Xiaoyong Xu , Bubing Zeng , Zhong Li , Weiping Zhu , Xuhong Qian . Efficient continuous synthesis of 2-[3-(trifluoromethyl)phenyl]malonic acid, a key intermediate of Triflumezopyrim, coupling with esterification-condensation-hydrolysis. Chinese Chemical Letters, 2025, 36(1): 109747-. doi: 10.1016/j.cclet.2024.109747
-
[4]
Feng Wu , Yuanjiu Xiao , Mengran Wei , Guoqiang Wang , Jian-Jun Feng . Lewis acid catalyzed enantioselective dearomative (3+2) cycloaddition of aromatic N-heterocycles with bicyclobutanes. Chinese Chemical Letters, 2026, 37(3): 111963-. doi: 10.1016/j.cclet.2025.111963
-
[5]
Meiling Xu , Xinyang Li , Pengyuan Liu , Junjun Liu , Xiao Han , Guodong Chai , Shuangling Zhong , Bai Yang , Liying Cui . A novel and visible ratiometric fluorescence determination of carbaryl based on red emissive carbon dots by a solvent-free method. Chinese Chemical Letters, 2025, 36(2): 109860-. doi: 10.1016/j.cclet.2024.109860
-
[6]
Xinyuan Li , Zhuozhu Li , Wenzhong Huang , Jiantao Li , Wei Zhang , Shihao Feng , Hao Fan , Zhuo Chen , Sungsik Lee , Congcong Cai , Liang Zhou . Solvent-free synthesis of Co single atom and nanocluster decorated N-doped carbon for efficient oxygen reduction. Chinese Chemical Letters, 2025, 36(9): 110716-. doi: 10.1016/j.cclet.2024.110716
-
[7]
Runze Liu , Yankai Bian , Weili Dai . Qualitative and quantitative analysis of Brønsted and Lewis acid sites in zeolites: A combined probe-assisted 1H MAS NMR and NH3-TPD investigation. Chinese Journal of Structural Chemistry, 2024, 43(4): 100250-100250. doi: 10.1016/j.cjsc.2024.100250
-
[8]
Yiyang Zhang , Guangshu Yuan , Xiangkun Meng , Xu Zhang , Lei Yu . Promoting the catalytic activities of polyanilines for L-lactic acid condensation by calcium-doping: A biocompatible strategy. Chinese Chemical Letters, 2025, 36(12): 111069-. doi: 10.1016/j.cclet.2025.111069
-
[9]
Jiajun Lu , Zhehui Liao , Tongxiang Cao , Shifa Zhu . Synergistic Brønsted/Lewis acid catalyzed atroposelective synthesis of aryl-β-naphthol. Chinese Chemical Letters, 2025, 36(1): 109842-. doi: 10.1016/j.cclet.2024.109842
-
[10]
Ruofan Qi , Jing Zhang , Wang Sun , Bai Yu , Zhenhua Wang , Kening Sun . Solid-acid-Lewis-base interaction accelerates lithium ion transport for uniform lithium deposition. Chinese Chemical Letters, 2025, 36(6): 110009-. doi: 10.1016/j.cclet.2024.110009
-
[11]
Jun Li , Shi-Hu Du , Yao Zhang , Jia Liu , Jing Chen , Shi-Bo Cheng . Shell-independent superhalogen formation in aluminum-based clusters via boron Lewis acid ligands functionalization. Chinese Chemical Letters, 2026, 37(1): 111177-. doi: 10.1016/j.cclet.2025.111177
-
[12]
Lanxin Wang , Kaiwei Liang , Xuelian Yu , Guocheng Lv , Libing Liao . Facile method for creating frustrated Lewis pairs in g-C3N4 to enhance photocatalytic nitrogen fixation performance. Chinese Chemical Letters, 2026, 37(1): 110572-. doi: 10.1016/j.cclet.2024.110572
-
[13]
Peng Wang , Daijie Deng , Suqin Wu , Li Xu . Cobalt-based deep eutectic solvent modified nitrogen-doped carbon catalyst for boosting oxygen reduction reaction in zinc-air batteries. Chinese Journal of Structural Chemistry, 2024, 43(1): 100199-100199. doi: 10.1016/j.cjsc.2023.100199
-
[14]
Kexin Yin , Jingren Yang , Yanwei Li , Qian Li , Xing Xu . Metal-free diatomaceous carbon-based catalyst for ultrafast and anti-interference Fenton-like oxidation. Chinese Chemical Letters, 2024, 35(12): 109847-. doi: 10.1016/j.cclet.2024.109847
-
[15]
Min Yan , Zihao Ye , Ping Lu . Catalyst-free, visible-light-induced [2π + 2σ] cycloaddition towards azabicyclohexanes. Chinese Chemical Letters, 2025, 36(6): 110540-. doi: 10.1016/j.cclet.2024.110540
-
[16]
Linxin Zheng , Shuai Li , Liuting Zhang , Tao Zhong , Xiuzhen Wang , Ting Bian , Petr Senin , Ying Wu . A MOF derived multi-phase FeNi3-S catalyst for efficient hydrogen storage in magnesium hydride. Chinese Chemical Letters, 2026, 37(1): 110414-. doi: 10.1016/j.cclet.2024.110414
-
[17]
Kun Wang , Tianxue Gong , Yaohuang Huang , Boyang Han , Hanxiao Yang , Pavlo O. Dral , Weiwei Fang . Bornylimidazo[1,5–a]pyridin-3-ylidene allylic Pd catalyst with optimal electronic and steric properties for synthesis of 3,3′-disubstituted oxindoles. Chinese Chemical Letters, 2025, 36(7): 110539-. doi: 10.1016/j.cclet.2024.110539
-
[18]
Yuanfei Liu , Wanjiao Wei , Xu Liu , Rui Hua , Yanjuan Liu , Yuefei Zhang , Wei Chen , Sheng Tang . Green and mild synthesis of Ca-MOF/COF functionalized silica microspheres in an acid-base tunable deep eutectic solvent for multi-mode chromatography. Chinese Chemical Letters, 2026, 37(1): 111186-. doi: 10.1016/j.cclet.2025.111186
-
[19]
Tianze Wang , Junyi Ren , Dongxiang Zhang , Huan Wang , Jianjun Du , Xin-Dong Jiang , Guiling Wang . Development of functional dye with redshifted absorption based on Knoevenagel condensation at 1-site in phenyl[b]-fused BODIPY. Chinese Chemical Letters, 2024, 35(6): 108862-. doi: 10.1016/j.cclet.2023.108862
-
[20]
Rui Wang , Yuan Tian , Xuefeng Gao , Lei Jiang . Design and fabrication of triangle-pattern superwettability hybrid surface with high-efficiency condensation heat transfer performance. Chinese Chemical Letters, 2025, 36(3): 110395-. doi: 10.1016/j.cclet.2024.110395
-
[1]
Metrics
- PDF Downloads(0)
- Abstract views(938)
- HTML views(71)
Login In
DownLoad: