フッ素置換基を有するラジカル環化系の反応

抄録

This article summarizes our free-radical approach to the general synthesis of fluorine-substituted cyclic compounds. Radical cyclization reactions of substrates containing the fluorine substituent on the initial radical site (CF₃-C·, -CF₂-C·) or the radical acceptor (F_n-C=C, CF₃-C=C) proceeded effectively to give fluorine-substituted cyclopentane, cyclohexane, tetrahydrofuran and tetrahydropyran derivatives. In many cases, fluorine substituents exert no effect on the reactivity and the regioselectivity of the radical cyclization. In particular, an intermediary β-fluorine-substituted carbon radical is synthetically useful since ordinary carbanion chemistry is ineffective in forming C-C bond at the carbon β to the fluorine substituent.