Formal [4+2] annulation of enaminones and cyanomethyl sulfur ylide: one-pot access to polysubstituted pyridin-2(1H)-ones

被引：26
|
作者：
Zhang, Qian [1 ]
Liu, Xu [1 ]
Xin, Xiaoqing [1 ]
Zhang, Rui [1 ]
Liang, Yongjiu [1 ]
Dong, Dewen [1 ]
机构：
[1] Chinese Acad Sci, Changchun Inst Appl Chem, Changchun 130022, Peoples R China
来源：
CHEMICAL COMMUNICATIONS | 2014年 / 50卷 / 97期
基金：
中国国家自然科学基金;
关键词：
DIELS-ALDER REACTIONS; ENANTIOSELECTIVE SYNTHESIS; (20S)-CAMPTOTHECIN FAMILY; EFFICIENT SYNTHESIS; CLOSING METATHESIS; SYNTHETIC METHODS; CONCISE SYNTHESIS; BRASSARDS DIENE; DELTA-LACTAMS; ACID;
D O I：
10.1039/c4cc06665k
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
A facile and efficient one-pot synthesis of polysubstituted pyridin-2(1H)-ones from readily available enaminones and the cyanomethyl sulfonium bromide salt in the presence of cesium carbonate is developed, and a mechanism involving sequential nucleophilic vinylic substitution (SNV), intramolecular nucleophilic cyclization and dealkylation reactions is proposed.
引用
收藏
页码：15378 / 15380
页数：3
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