Copper(II)-Catalyzed Four-Component Oxysulfonylation/Diazenylation: Synthesis of α‑Arylhydrazo-β-keto Sulfones

A new and convenient method for one-pot synthesis of α-arylhydrazo-β-keto sulfones is developed via Cu (II)-catalyzed oxysulfonylation/diazenylation of alkenes. This four-component cascade reaction enables a series of α-arylhydrazo-β-keto sulfone derivatives accessed from readily available alkenes,...

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Bibliographic Details
Published in:Journal of organic chemistry 2018-10, Vol.83 (19), p.11956-11962
Main Authors: Gao, Wen-Chao, Cheng, Yu-Fei, Shang, Yu-Zhu, Chang, Hong-Hong, Li, Xing, Zhou, Rong, Qiao, Yan, Wei, Wen-Long
Format: Article
Language:English
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Summary:A new and convenient method for one-pot synthesis of α-arylhydrazo-β-keto sulfones is developed via Cu (II)-catalyzed oxysulfonylation/diazenylation of alkenes. This four-component cascade reaction enables a series of α-arylhydrazo-β-keto sulfone derivatives accessed from readily available alkenes, sulfinates, and diazonium salts under aerobic conditions. Furthermore, the 3-sulfonyl cinnolin-4­(1H)-one skeleton is successfully constructed from the corresponding α-arylhydrazo-β-keto sulfone product under basic conditions.
ISSN:0022-3263
1520-6904
DOI:10.1021/acs.joc.8b01843