Diastereoselective Cascade Assembly of Functionalized Pyrano[3,4-c]pyrrole Derivatives

被引:21
|
作者
Ievlev, Mikhail Yu. [1 ]
Ershov, Oleg V. [1 ]
Tafeenko, Viktor A. [2 ]
机构
[1] Ulyanov Chuvash State Univ, Moskovsky Pr 15, Cheboksary 428015, Russia
[2] Moscow MV Lomonosov State Univ, Leninskie Gory 1, Moscow 119991, Russia
基金
俄罗斯基础研究基金会;
关键词
DOMINO-SYNTHESIS; TETRACYANOETHYLENE; 4-OXOALKANE-1,1,2,2-TETRACARBONITRILES; DIARYLETHENE;
D O I
10.1021/acs.orglett.6b00867
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A novel convenient approach for the synthesis of densely functionalized pyrano[3,4-c]pyrrole derivatives was developed. Cascade transformation of the simple adducts of tetracyanoethylene (TCNE) and ketones (4-oxoalkane-1,1,2,2-tetracarbonitriles) in the presence of aldehyde under the action of acetic acid led to the diastereoselective formation of targeted pyrano[3,4-c]pyrroles. The reaction pathway was thoroughly investigated, and proposed intermediates consistent with experiment. were shown to be
引用
收藏
页码:1940 / 1943
页数:4
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