Reductive ring cleavage of thiochromane and benzodihydrothiophene by the radical-anion 4,4'-di-tert-butylbiphenylide (LDBB) leads to organolithium compounds bearing a lithium arylthiolate group. The adducts of the latter with aldehydes and ketones undergo ring closure when treated under appropriate acidic conditions. The results is a two-pot one-carbon substitutive ring expansion of the original sulfur heterocycle.
Reductive Cleavage and Ring Expansion of Thiochromane and Benzodihydrothiophene
CAPRIATI, Vito
1995-01-01
Abstract
Reductive ring cleavage of thiochromane and benzodihydrothiophene by the radical-anion 4,4'-di-tert-butylbiphenylide (LDBB) leads to organolithium compounds bearing a lithium arylthiolate group. The adducts of the latter with aldehydes and ketones undergo ring closure when treated under appropriate acidic conditions. The results is a two-pot one-carbon substitutive ring expansion of the original sulfur heterocycle.File in questo prodotto:
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