AN IMPROVED SYNTHESIS OF PYRROLES FROM N-PARA-TOLUENESULFONYLGLYCINE ESTERS AND ALPHA,BETA-UNSATURATED ALDEHYDES AND KETONES

被引:31
作者
LASH, TD
HOEHNER, MC
机构
[1] Department of Chemistry, Illinois State University, Normal, Illinois
关键词
D O I
10.1002/jhet.5570280705
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
N-p-Toluenesulfonylglycine esters 2 condensed with alpha,beta-unsaturated carbonyl compounds 1 in the presence of the non-nucleophilic base DBU to give hydroxypyrrolidines 3. Dehydration with phosphorus oxychloride-pyridine, followed by DBU mediated elimination of p-toluenesulfinic acid, gave a series of synthetically useful pyrrole-2-carboxylates 5.
引用
收藏
页码:1671 / 1676
页数:6
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