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.
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/11586/58512
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