✦ LIBER ✦

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

✍ Scribed by Waldemar Adam; Markus Sauter

Publisher: Elsevier Science
Year: 1994
Tongue: French
Weight: 429 KB
Volume: 50
Category: Article
ISSN: 0040-4020
DOI: 10.1016/s0040-4020(01)89283-8

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✦ Synopsis

Benz&ran epoxidcs. prepared by dimethyldioxirane (DMD) ox&tion of the cowesponding 23-disubstituted benzo$uronr, @rd on 1,2 m&ration tk respectiw ben@ronones 4a,&f, except 3-tert-butyl-2-methylbemojiuon epoti (2~).

which persists even at room tempemtw e: however, on DMD oxidabn of 2-methylberuqfwan (1 b), the ester 5b is formed by a novel oxi&ative cleavage of the intermediary epoxide.

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## Abstract For Abstract see ChemInform Abstract in Full Text.

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Epoxidation I Dioxirane, dimethyl-I Benzofurans, 2,3-dimethyl-I Benzofuran epoxides I Quinone methides I [2 + 21 Photocycloaddition I Benzoxetes I Hetero-Diels-Alder reaction Irradiation (h > 366 nm) of the quinone methides 3, which were formed by valence isomerization of the methyl-, chloro-, and