Russian Chemical Bulletin p. 1249 - 1251 (1996)
Update date:2022-08-17
Topics:
Vol'eva
Belostotskaya
Komissarova
Ershov
The solid-phase bromination of a series of tert-butyl-substituted phenols with N-bromosuccinimide and dioxane dibromide afforded halogenated cyclohexadienones, quinobromides. Under the extrusion conditions, the latter underwent further transformations, mainly, debromination. A new reaction, dioxane dibromide catalyzed anhydro-heterocyclization of 2,2′-dihydroxy-3,3′,5,5′-tetra-tert-butyldiphenyl to 2,4,6,8-tetra-tert-butyldibenzofuran, was discovered and the mechanism of this reaction was proposed.
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