Synthesis of 2-arylbenzoxazoles via DDQ promoted oxidative cyclization of phenolic Schiff bases - a solution-phase strategy for library synthesis

被引：190

作者：

Chang, JB

Zhao, K ^{[1
]}

Pan, SF

机构：

[1] Tianjin Univ, Coll Pharmaceut & Biotechnol, Tianjin 300072, Peoples R China

[2] Novartis Res Fdn, Genom Inst, San Diego, CA 92121 USA

来源：

TETRAHEDRON LETTERS | 2002年 / 43卷 / 06期

关键词：

2-arylbenzoxazoles; DDQ; oxidation; ion-exchange resin; solution phase; library;

D O I：

10.1016/S0040-4039(01)02302-4

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The Schiff base derived from the condensation of o-aminophenol with benzaldehydes was induced to undergo oxidative cyclization in the presence of DDQ. The resulting 2-arylbenzoxazoles were separated from the reduced DDQ byproduct by treatment of reaction mixture with a strongly basic ion-exchange resin. The applicability of this chemistry to spatially separate library synthesis is demonstrated by the preparation of a 352-member library. (C) 2002 Elsevier Science Ltd. All rights reserved.

引用

页码：951 / 954

页数：4

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