REARRANGEMENT OF 2,3-DISUBSTITUTED BENZOFURAN EPOXIDES PREPARED BY DIMETHYLDIOXIRANE OXIDATION

被引：11

作者：

ADAM, W

SAUTER, M

机构：

[1] Institut für Organische Chemie, Universität Würzburg, D-97074 Würzburg, Am Hubland

来源：

TETRAHEDRON | 1994年 / 50卷 / 39期

关键词：

DIMETHYLDIOXIRANE; OXIDATION; BENZOFURANS; EPOXIDES; QUINONE METHIDES; BENZOFURANONES; REARRANGEMENT;

D O I：

10.1016/S0040-4020(01)89283-8

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Benzofuran epoxides, prepared by dimethyldioxirane (DMD) oxidation of the corresponding 2,3-disubstituted benzofurans, afford on 1,2 migration the respective benzofuranones 4a,d-f, except 3-tert-butyl-2-methylbenzofuran epoxide (2c), which persists even at room temperature; however, on DMD oxidation of 2-methylbenzofuran (1b), the ester 5b is formed by a novel oxidative cleavage of the intermediary epo;dde.

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页码：11441 / 11446

页数：6

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