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Dual Role of Chloranil in Intrinsic CaTiO3-Photoredox-Catalyzed Cascade Sulfonylation/Cyclization of 2-Alkynyl Biaryls with Sulfonyl Hydrazides
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DOI：10.1021/acs.joc.6c00230.png)
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Abstract
En 中文
Herein, we present an intrinsic CaTiO3-photoredox/chloranil dual catalytic system for the cascade radical sulfonylation/cyclization of 2-alkynyl biaryls with sulfonyl hydrazides. This protocol demonstrates broad substrate compatibility, enabling the efficient synthesis of sulfonyl phenanthrenes (31 examples) in good to excellent yields under mild and eco-friendly conditions. The process is readily scalable to gram quantities and allows for the facile recovery and repeated use of a CaTiO3 semiconductor photocatalyst. Mechanistic studies reveal the dual role of chloranil as both an HAT catalyst to generate RSO2 from RSO2NHNH2 and a redox catalyst to enhance the intrinsic photocatalytic performance of intrinsic CaTiO3.
Keywords:
CaTiO3
chloranil
sulfonyl hydrazides
radical cascade reaction
photocatalysis
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3.6
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5.4W
Citations:
8.8W
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