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Visible-Light-Induced Oxidation/[3 + 2] Cycloaddition/Oxidative Aromatization to Construct Benzo[a]carbazoles from 1,2,3,4-Tetrahydronaphthalene and Arylhydrazine Hydrochlorides.

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An efficient synthesis of benzo[a]carbazoles via visible-light-induced tandem oxidation/[3 + 2] cycloaddition/oxidative aromatization reactions was reported. The benzylic C(sp3)-H of tetrahydronaphthalene was activated through visible-light photoredox catalyst with oxygen as… Click to show full abstract

An efficient synthesis of benzo[a]carbazoles via visible-light-induced tandem oxidation/[3 + 2] cycloaddition/oxidative aromatization reactions was reported. The benzylic C(sp3)-H of tetrahydronaphthalene was activated through visible-light photoredox catalyst with oxygen as the clean oxidant under mild reaction conditions. This protocol proceeds efficiently with broad substrate scope, and the mechanism study was performed.

Keywords: light induced; visible light; oxidation cycloaddition; benzo carbazoles; cycloaddition oxidative; oxidative aromatization

Journal Title: Organic letters
Year Published: 2019

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