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Synthesis of polysubstituted pyridines under combined microwave and ultrasound irradiation: K2CO3-promoted tandem addition/cyclization/hydrogen shift process  ( SCI-EXPANDED收录)  

文献类型:期刊文献

英文题名:Synthesis of polysubstituted pyridines under combined microwave and ultrasound irradiation: K2CO3-promoted tandem addition/cyclization/hydrogen shift process

作者:Feng, Huangdi[1,2];Li, Yuan[1];Van der Eycken, Erik V.[2];Peng, Yanqing[1];Song, Gonghua[1]

机构:[1]E China Univ Sci & Technol, Shanghai Key Lab Chem Biol, Shanghai 200237, Peoples R China;[2]Katholieke Univ Leuven, Dept Chem, LOMAC, B-3001 Louvain, Belgium

年份:2012

卷号:53

期号:9

起止页码:1160

外文期刊名:TETRAHEDRON LETTERS

收录:;WOS:【SCI-EXPANDED(收录号:WOS:000301833600040),CCR-EXPANDED(收录号:WOS:000301833600040)】;

基金:Financial support for this work from the National Basic Research Program of China (973 Program) (Grant 2010CB126101) and the Shanghai Leading Academic Discipline Project (Project Number: B507) are gratefully acknowledged.

语种:英文

外文关键词:Pyridines; Heterogeneous; Microwave; Ultrasound

摘要:A convenient and efficient K2CO3-promoted tandem reaction of chalcone, malononitrile, and methanol for the synthesis of highly functionalized pyridines has been developed. This multi-component reaction employing the weak nucleophilic agent methanol proceeded smoothly under combined microwave and ultrasound irradiation (CMUI). The reaction mechanism was proposed to consist of a Michael addition. a methoxylation of C N bond, a cyclization to a 1,4-dihydropyridine and an intermolecular hydrogen shift between 1,4-dihydropyridine and initial chalcone. (C) 2011 Elsevier Ltd. All rights reserved.

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