AN EFFICIENT, REGIOCONTROLLED SYNTHESIS OF 5-ARYL-2-CARBETHOXYPYRROLES FROM 3-ARYL-3-CHLOROPROPENIMINIUM SALTS

被引:38
作者
GUPTON, JT [1 ]
KROLIKOWSKI, DA [1 ]
YU, RH [1 ]
VU, P [1 ]
SIKORSKI, JA [1 ]
DAHL, ML [1 ]
JONES, CR [1 ]
机构
[1] MONSANTO AGR CO,DIV NEW PROD,MONSANTO CO UNIT,ST LOUIS,MO 63198
关键词
D O I
10.1021/jo00046a033
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A variety of 3-aryl-3-chloropropeniminium salts react with alpha-amino acid esters under basic conditions to produce 2-carbethoxy-5-arylpyrroles in a regioselective manner. The overall process represents a short, efficient, and convergent synthesis of 2,5-disubstituted pyrroles, and azomethine ylides or azapentadienyl anions may be involved as intermediates.
引用
收藏
页码:5480 / 5483
页数:4
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