Tetrahedron

Rearrangement of 2, 3-disubstituted benzofuran epoxides prepared by dimethyldioxirane oxidation

W Adam, M Sauter

文献索引：Adam, Waldemar; Sauter, Markus Tetrahedron, 1994 , vol. 50, # 39 p. 11441 - 11446

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被引用次数: 10

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, df, 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 epoxide.