A general procedure for the one-pot preparation of polyfunctionalized nitrocyclopropanes

被引：31

作者：

Ballini, R ^{[1
]}

Fiorini, D ^{[1
]}

Palmieri, A ^{[1
]}

机构：

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

来源：

SYNLETT | 2003年 / 11期

关键词：

nitrocyclopropanes; bromonitromethane; potassium carbonate; one-pot preparation; Michael reaction;

D O I：

10.1055/s-2003-40985

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Nitrocyclopropane formation has been successfully carried out by reaction of bromonitromethane with electrophilic alkenes bearing two electron-withdrawing groups in the alpha- and beta-positions, and in the presence of potassium carbonate as base. The method allows good yields and moderate to satisfactory diastereo-selectivity with linear alkenes, while shows the complete formation of the exo-product with N-alkylmaleimides.

引用

页码：1704 / 1706

页数：3

共 38 条

[1]

Ballini R, 2002, SYNTHESIS-STUTTGART, P681

[2]

Ballini R, 1999, SYNLETT, P1009

[3] MICHAEL ADDITION OF NITROALKANES TO DIMETHYL MALEATE WITH DBU - A NEW DIRECT METHOD FOR THE SYNTHESIS OF POLYFUNCTIONALIZED ALPHA,BETA-UNSATURATED ESTERS [J].