A Direct Preparation of N-Unsubstituted Pyrrole-2,5-dicarboxylates from 2-Azidocarboxylic Esters

被引：31

作者：

Ciez, Dariusz ^{[1
]}

机构：

[1] Jagiellonian Univ, Fac Chem, PL-30060 Krakow, Poland

来源：

ORGANIC LETTERS | 2009年 / 11卷 / 19期

关键词：

ACID; DERIVATIVES; COMPLEXES; PYRROLE;

D O I：

10.1021/ol901637w

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A new and easy method for synthesis of symmetric pyrrole-2,5-dicarboxylate derivatives via a simple titanium(IV)-mediated oxidative dimerization of 2-azidocarboxylic esters is described. The process involves a transformation of titanium(IV) enolates into nonisolated 2-iminoesters, which undergo an oxidative coupling and ring closure to give the aromatic pyrrole system. A mechanism, scope and limitations of the new method are discussed.

引用

页码：4282 / 4285

页数：4

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