BASE MEDIATED REACTIONS IN SOLID-LIQUID MEDIA - A 1,3-DIPOLAR CYCLOADDITION ROUTE TO PYRROLINES AND PYRROLES FROM IMINO CHLOROSULFIDES

被引：63

作者：

BERREE, F ^{[1
]}

MARCHAND, E ^{[1
]}

MOREL, G ^{[1
]}

机构：

[1] CNRS,PHYSICOCHIM STRUCT LAB,CAMPUS BEAULIEU,F-35042 RENNES,FRANCE

来源：

TETRAHEDRON LETTERS | 1992年 / 33卷 / 41期

关键词：

IMINO CHLOROSULFIDES; ALUMINA-DISPERSED POTASSIUM FLUORIDE AND POTASSIUM HYDROXIDE; 1,3-DIPOLAR CYCLOADDITION; PYRROLES;

D O I：

10.1016/S0040-4039(00)60030-8

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Nitrile ylides, generated in basic conditions (HCI abstraction) from N-[tosylmethyl] and N-[diethoxyphosphorylmethyl] imino chlorosuifides, undergo 1,3-dipolar cycloadditions with electron-deficient dipolarophiles to produce pyrroles and pyrrolines. Heterogeneous media are found to furnish the best conditions for these reactions. One pyrrole can also be prepared from methyl N-[ethoxycarbonylmethyl] chiorothioimidate and dimethyl acetylenedicarboxylate on alumina-potassium fluoride mixture as solid support, under microwave irradiation.

引用

页码：6155 / 6158

页数：4

共 27 条

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