Synthesis of novel aryl-1,2-oxazoles from ortho-hydroxyaryloximes

被引：33

作者：

Dale, Trevor J.

Sather, Aaron C.

Rebek, Julius, Jr. ^{[1
]}

机构：

[1] Scripps Res Inst, Skaggs Inst Chem Biol, La Jolla, CA 92037 USA

来源：

TETRAHEDRON LETTERS | 2009年 / 50卷 / 45期

关键词：

INHIBITORS; DERIVATIVES; POTENT; HEXAMETHYLENETETRAMINE; 1,2-BENZISOXAZOLES; SALICYLALDOXIMES; BENZISOXAZOLES; DISCOVERY; ACID;

D O I：

10.1016/j.tetlet.2009.08.086

中图分类号：

O62 [有机化学];

学科分类号：

070303 [有机化学];

摘要：

The reaction of ortho-hydroxyaryloximes with p-toluenesulfonyl chloride in the presence of an amine base efficiently generates the corresponding aryl-1,2-oxazole. Investigations revealed that solvent polarity greatly affected the rate of the reaction with faster rates observed in more polar solvents. The reaction proceeds to completion in only a few minutes in acetonitrile at room temperature, and the synthesis of four novel aryl-1,2-oxazoles is presented. (C) 2009 Elsevier Ltd. All rights reserved.

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页码：6173 / 6175

页数：3

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