Photoredox-catalyzed reaction of thianthrenium salts, sulfur dioxide and hydrazines

A photoredox-catalyzed three-component reaction of thianthrenium salts, hydrazines and DABCO·(SO2)2 is accomplished, providing facile access to diverse arenesulfonohydrazides in moderate to good yields. Broad substrate scope generality is demonstrated, and excellent functional group compatibility is...

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Bibliographic Details
Published in:Organic chemistry frontiers an international journal of organic chemistry 2022-07, Vol.9 (14), p.3781-3785
Main Authors: Li, Qiangwei, Huang, Jiapian, Cao, Zenghui, Zhang, Jun, Wu, Jie
Format: Article
Language:English
Subjects:
Functional groups
Hydrazines
Organic chemistry
Photoredox catalysis
Salts
Substrates
Sulfur
Sulfur dioxide
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Summary:A photoredox-catalyzed three-component reaction of thianthrenium salts, hydrazines and DABCO·(SO2)2 is accomplished, providing facile access to diverse arenesulfonohydrazides in moderate to good yields. Broad substrate scope generality is demonstrated, and excellent functional group compatibility is observed under mild reaction conditions. A radical pathway is proposed that is initiated from thianthrenium salts irradiated with visible light.
ISSN:2052-4110
2052-4110
DOI:10.1039/d2qo00768a