Visible-Light-Promoted Synthesis of Fusesd Imidazoheterocycle by Eosin Y under Metal-Free and Solvent-Free Conditions

被引:11
作者
Singh, Himanshu Kumar [1 ]
Kamal, Arsala [1 ]
Kumari, Savita [1 ]
Maury, Suresh Kumar [1 ]
Kushwaha, Ambuj Kumar [1 ]
Srivastava, Vandana [1 ]
Singh, Sundaram [1 ]
机构
[1] Indian Inst Technol BHU, Dept Chem, Varanasi 221005, Uttar Pradesh, India
关键词
3-Aminoimidazopyrimidines; Eosin Y; Multicomponent reaction; Photocatalyst; Solvent free; Visible light; 3-COMPONENT SYNTHESIS; ONE-POT; TRIPLET PHOTOSENSITIZERS; PHOTOREDOX CATALYSIS; DERIVATIVES; DESIGN; ARYLATION; IMIDAZOPYRIDINES; TRANSITION; INHIBITORS;
D O I
10.1002/slct.202103548
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A mild, efficient, solvent free, metal free and operationally simple visible light promoted multicomponent reaction of styrene, 2-aminopyrimidine, and t-butyl isocyanide have been been gathered to provide a variety of fusesd fused imidazoheterocycle using Eosin Y as a photocatalyst. This approach delivers good to excellent yields of imidazoheterocycle using readily accessible and economical starting materials under ambient conditions. The reaction provides a broad substrate scope and is compatible with several functional groups.
引用
收藏
页码:13982 / 13991
页数:10
相关论文
共 70 条
[1]   Discovery of imidazopyridines containing isoindoline-1,3-dione framework as a new class of BACE1 inhibitors: Design, synthesis and SAR analysis [J].
Azimi, Sara ;
Zonouzi, Afsaneh ;
Firuzi, Omidreza ;
Iraji, Aida ;
Saeedi, Mina ;
Mahdavi, Mohammad ;
Edraki, Najmeh .
EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2017, 138 :729-737
[2]   Base Controlled Three-Component Regioselective Synthesis of 2-Imino Thiazolines and 2-Thioxoimidazolin-4-ones [J].
Barve, Indrajeet J. ;
Chang, Wong-Jin ;
Lin, Yen-Tzu ;
Thikekar, Tushar Ulhas ;
Sun, Chung-Ming .
ACS COMBINATORIAL SCIENCE, 2019, 21 (04) :269-275
[3]   N-Fused Imidazoles As Novel Anticancer Agents That Inhibit Catalytic Activity of Topoisomerase IIα and Induce Apoptosis in G1/S Phase [J].
Baviskar, Ashish T. ;
Madaan, Chetna ;
Preet, Ranjan ;
Mohapatra, Purusottam ;
Jain, Vaibhav ;
Agarwal, Amit ;
Guchhait, Sankar K. ;
Kundu, Chanakya N. ;
Banerjee, Uttam C. ;
Bharatam, Prasad V. .
JOURNAL OF MEDICINAL CHEMISTRY, 2011, 54 (14) :5013-5030
[4]  
Berson A, 2001, J PHARMACOL EXP THER, V299, P793
[5]  
Boerner RJ, 1997, PSYCHOPHARMAKOTHERAP, V4, P145
[6]   Kilogram-Scale Synthesis of the CXCR4 Antagonist GSK812397 [J].
Boggs, Sharon ;
Elitzin, Vassil I. ;
Gudmundsson, Kristjan ;
Martin, Michael T. ;
Sharp, Matthew J. .
ORGANIC PROCESS RESEARCH & DEVELOPMENT, 2009, 13 (04) :781-785
[7]   Continuous Flow α-Trifluoromethylation of Ketones by Metal-Free Visible Light Photoredox Catalysis [J].
Cantillo, David ;
de Frutos, Oscar ;
Rincon, Juan A. ;
Mateos, Carlos ;
Kappe, C. Oliver .
ORGANIC LETTERS, 2014, 16 (03) :896-899
[8]   Magnetic nanocatalysts: Synthesis and application in multicomponent reactions [J].
Chen, Meng-Nan ;
Mo, Li-Ping ;
Cui, Zhen-Shui ;
Zhang, Zhan-Hui .
CURRENT OPINION IN GREEN AND SUSTAINABLE CHEMISTRY, 2019, 15 :27-37
[9]   ELECTRON-TRANSFER PHOTO-OXYGENATION .5. OXIDATION OF PHENYL-SUBSTITUTED ALKENES SENSITIZED BY CYANOANTHRACENES [J].
ERIKSEN, J ;
FOOTE, CS .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1980, 102 (19) :6083-6088
[10]   Nonacidic Farnesoid X Receptor Modulators [J].
Flesch, Daniel ;
Cheung, Sun-Yee ;
Schmidt, Jurema ;
Gabler, Matthias ;
Heitel, Pascal ;
Kramer, Jan ;
Kaiser, Astrid ;
Hartmann, Markus ;
Lindner, Mara ;
Lueddens-Daemgen, Kerstin ;
Heering, Jan ;
Lamers, Christina ;
Lueddens, Hartmut ;
Wurglics, Mario ;
Proschak, Ewgenij ;
Schubert-Zsilavecz, Manfred ;
Merk, Daniel .
JOURNAL OF MEDICINAL CHEMISTRY, 2017, 60 (16) :7199-7205