An efficient acid-catalysed 5-endo-dig cyclisation method for pyrrole synthesis

被引：25

作者：

Knight, DW ^{[1
]}

Sharland, CM ^{[1
]}

机构：

[1] Univ Wales Coll Cardiff, Cardiff Sch Chem, Cardiff CF10 3TB, S Glam, Wales

来源：

SYNLETT | 2003年 / 14期

关键词：

pyrrole; 5-endo-dig cyclisation; gamma-ynyl-beta-hydroxy-alpha-amino esters;

D O I：

10.1055/s-2003-42101

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Exposure of the gamma-ynyl-beta-hydroxy-alpha-amino esters 14 and 16, derived from condensations between conjugated ynals and ynones 11 and the tin(II) enolate of N-tosylglycinate 12, to 0.5 equivalents of toluenesulfinic or sulfonic acid in hot toluene induces smooth 5-endo-dig cyclisation and dehydration to give good to excellent yields of the pyrroles 15 and 17.

引用

页码：2258 / 2260

页数：3

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