Conjugate addition of nitroalkanes to N-substituted maleimides.: Synthesis of 3-alkylsuccinimides and pyrrolidines

被引：48

作者：

Ballini, R ^{[1
]}

Bosica, G ^{[1
]}

Cioci, G ^{[1
]}

Fiorini, D ^{[1
]}

Petrini, M ^{[1
]}

机构：

[1] Univ Camerino, Dipartimento Sci Chim, I-62032 Camerino, Italy

来源：

TETRAHEDRON | 2003年 / 59卷 / 20期

关键词：

addition reactions; imides; nitro compounds; pyrrolidines; reduction;

D O I：

10.1016/S0040-4020(03)00508-8

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

3-Alkylidenesuccininiides obtained by conjugate addition of nitroalkanes to N-substituted maleimides can be reduced to the corresponding 3-alkyl derivatives by catalytic hydrogenation. 3-Alkylsuccinimides can be further reduced using BH3.Me2S complex to afford 3-alkylpyrrolidines in good yield. (C) 2003 Elsevier Science Ltd. All rights reserved.

引用

页码：3603 / 3608

页数：6

共 42 条

[1]

ABRAMOVITCH RA, 1995, HETEROCYCLES, V40, P89

[2]

Ballini R, 1996, SYNLETT, P1115

[3]

Ballini R, 2000, EUR J ORG CHEM, V2000, P2927

[4]

Ballini R, 1996, LIEBIGS ANN, P2087