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Visible-Light-Mediated Two-Fold Unsymmetrical C(sp~3)-H Functionalization and Double C-F Substitution

机译:可见光介导的双倍的非对称C(SP〜3)-H官能化和双C-F替代

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摘要

A visible-light-mediated [3+3] annulation of tertiary amines with a-trifluoromethyl alkenes was developed. The reaction offers a direct route to fluorinated tetrahydropyridines and azabicyclo[3.m.1] frameworks under very mild conditions. This protocol presents a rare example of dual sp~3 C-H functionalization of tertiary amines with the formation of two different C-C bonds (one sp~3- sp~3 bond, one sp~2-sp~3 bond). Moreover, two consecutive C-F substitutions in a trifluoromethyl group were achieved in one pot using visible light photoredox catalysis, which enables an unprecedented ring construction.
机译:显着介导的叔胺与氮氟甲基烯烃的亚胺介导的[3 + 3]环。 该反应在非常温和的条件下提供直接的氟化四氢吡啶和AzabodyClo [3.M.1]框架。 该方案呈现了叔胺双SP〜3 C-H官能化的罕见实施例,形成了两种不同的C-C键(一个SP〜3- SP〜3键,一个SP〜2-SP〜3键)。 此外,使用可见光光致催化在一个罐中实现了三氟甲基中的两个连续的C-F取代,这使得前所未有的环结构。

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