Rhodium(III)‐Catalyzed Synthesis of Cinnolinium Salts from Azobenzenes and Diazo Compounds | Zendy

Chen Xiaohong | Zendy; Zheng Guangfan | Zendy; Song Guoyong | Zendy; Li Xingwei | Zendy

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Rhodium(III)‐Catalyzed Synthesis of Cinnolinium Salts from Azobenzenes and Diazo Compounds

Author(s) -

Chen Xiaohong,

Zheng Guangfan,

Song Guoyong,

Li Xingwei

Publication year - 2018

Publication title -

advanced synthesis and catalysis

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 1.541

H-Index - 155

eISSN - 1615-4169

pISSN - 1615-4150

DOI - 10.1002/adsc.201800326

Subject(s) - trifluoromethanesulfonate , chemistry , diazo , rhodium , catalysis , zinc , alkylation , lewis acids and bases , coupling reaction , organic chemistry , combinatorial chemistry , polymer chemistry , medicinal chemistry

A Rh(III)‐catalyzed C−H activation of azobenzenes in the coupling with diazo compounds has been realized, providing a straightforward strategy to access functionalized cinnolinium triflates in high yields. This protocol features silver free mild reaction conditions and compatibility with diverse functional groups. The coupling proceeds via initial Rh(III)‐catalyzed C−H alkylation, followed by zinc triflate‐mediated cyclization, where zinc triflate acts as a Lewis acid as well as a triflate source.

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