Polymer-supported preparation of substituted phenols: A new example of simultaneous cyclization-cleavage reaction on solid phase

被引：24

作者：

Katritzky, AR ^{[1
]}

Belyakov, SA

Fang, YF

Kiely, JS

机构：

[1] Univ Florida, Dept Chem, Ctr Heterocycl Cpds, Gainesville, FL 32611 USA

[2] Trega Biosci Inc, San Diego, CA 92121 USA

来源：

TETRAHEDRON LETTERS | 1998年 / 39卷 / 44期

关键词：

D O I：

10.1016/S0040-4039(98)01771-7

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A series of variously substituted phenols was synthesized in high yields using the "cyclization-cleavage" approach. Base-catalyzed reactions between cr,P-unsaturated ketones and polymer-bound acetonyl groups result in a tandem Michael addition/annulation reaction followed by elimination and rearrangement into phenols. Since all intermediates are on the resin until the last stage, the final reaction products contain only the desired phenols with the starting ketones as minor impurities. This efficient one-pot aromatic ring formation represents a new variant of solid phase synthesis. (C) 1998 Elsevier Science Ltd. All rights reserved.

引用

页码：8051 / 8054

页数：4

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