LIC-KOR-Promoted Synthesis of Alkoxydienyl Amines: An Entry to 2,3,4,5-Tetrasubstituted Pyrroles

被引：20

作者：

Blangetti, Marco ^{[1
]}

Deagostino, Annamaria ^{[1
]}

Prandi, Cristina ^{[1
]}

Tabasso, Silvia ^{[1
]}

Venturello, Paolo ^{[1
]}

机构：

[1] Univ Turin, Dipartimento Chim Gen & Chim Organ, I-10125 Turin, Italy

来源：

ORGANIC LETTERS | 2009年 / 11卷 / 17期

关键词：

AZA-NAZAROV REACTION; N BOND FORMATION; EFFICIENT SYNTHESIS; PALLADIUM(II)-CATALYZED CYCLIZATION; SUBSTITUTED PYRROLES; CYCLOADDITION; CONDENSATION; ISOCYANIDES; 1,3-DIENES; ALKYNES;

D O I：

10.1021/ol9015018

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A stereoselective approach to the synthesis of (E)-alkoxydienylamines (2) is described, starting from alpha,beta-unsaturated acetals (1) and aryl imines, under superbasic conditions. These can be readily converted into alpha-arylglycine derivatives (3) by mild acidic hydrolysis or, in turn, cyclized under oxidative conditions in the presence of a Pd catalyst to 2,3,4,5-tetrasubstituted pyrroles (4).

引用

页码：3914 / 3917

页数：4

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