Phosphine-Catalyzed Sequential Michael Addition between a-Aminonitriles and Methyl Acrylate for Cyclization: Synthesis of N-Aryl-Substituted Pyrrolidines

被引：3

作者：

Jang, H. C. ^{[1
]}

Sin, K. R. ^{[1
]}

Paek, H. R. ^{[1
]}

Jang, Y. M. ^{[1
]}

Jong, S. H. ^{[1
]}

机构：

[1] Kim II Sung Univ, Dept Chem, Pyongyang, DEM REP CONGO

来源：

RUSSIAN JOURNAL OF ORGANIC CHEMISTRY | 2020年 / 56卷 / 12期

关键词：

pyrrolidine; Michael addition; tributylphosphine; α -aminonitrile; one-pot reaction;

D O I：

10.1134/S1070428020120283

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

N-Aryl-substituted pyrrolidine derivatives were synthesized via tributylphosphine-catalyzed sequential Michael addition of a-aminonitriles and methyl acrylate as starting materials. The first Michael addition between a-aminonitrile and methyl acrylate occurred mainly with Lewis base catalysts such as PBu3, DBU, and DABCO, but the subsequent Michael addition happened only with phosphine catalysts like PBu3. Furthermore, pyrrolidine derivatives were obtained from the corresponding aldehydes, amines, trimethylsilyl cyanide, and methyl acrylate through a multicomponent tandem reaction.

引用

页码：2228 / 2235

页数：8

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