Synthesis of 5-aryl-2-oxopyrrole derivatives as synthons for highly substituted pyrroles

被引：55

作者：

Metten, Bert ^{[1
]}

Kostermans, Maarten ^{[1
]}

Van Baelen, Gitte ^{[1
]}

Smet, Mario ^{[1
]}

Dehaen, Wim ^{[1
]}

机构：

[1] Katholieke Univ Leuven, Dept Chem, B-3001 Louvain, Belgium

来源：

TETRAHEDRON | 2006年 / 62卷 / 25期

关键词：

heterocycles; pyrrole; fused ring system; polycycles; multicomponent reaction;

D O I：

10.1016/j.tet.2006.04.005

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A small library of 2-oxo-5-(hetero)arylpyrroles was prepared starting from 2,3-dioxo-5-(hetero)arylpyrrolidines. The large synthetic possibilities of these 2-oxopyrroles were investigated. The 2-oxopyrroles offer a large number of possible derivatizations including reactions with electrophiles. The chloroformylation of 2-oxo-5-(hetero)arylpyrroles provides pyrrole carbaldehydes. Some pyrrole carbaldehydes were used to synthesize polycyclic compounds like pyrrolo[3,4-d]pyridazinones, a thienopyrrole, apyrrolobenz[1,4]oxazepine, a pyrrolobenzo[1,4]thiazepine, and a pyrrolobenzo[1,4]diazepine. Hereby we showed through a short exploration that the oxopyrroles and analogues are interesting and versatile synthetic building blocks. (c) 2006 Elsevier Ltd. All rights reserved.

引用

页码：6018 / 6028

页数：11

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