Regioselective Access to Sultam Motifs through Cobalt-Catalyzed Annulation of Aryl Sulfonamides and Alkynes using an 8-Aminoquinoline Directing Group

PLANAS, Oriol, WHITEOAK, Christopher, COMPANY, Anna and RIBAS, Xavi (2015). Regioselective Access to Sultam Motifs through Cobalt-Catalyzed Annulation of Aryl Sulfonamides and Alkynes using an 8-Aminoquinoline Directing Group. Advanced Synthesis & Catalysis, 357 (18), 4003-4012.

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Official URL: http://onlinelibrary.wiley.com/doi/10.1002/adsc.20...
Link to published version:: 10.1002/adsc.201500690

Abstract

The use of cobalt as catalyst in direct C[BOND]H activation protocols as a replacement for more expensive second row transition metals is currently attracting significant attention. Herein we disclose a facile cobalt-catalyzed C[BOND]H functionalization route towards sultam motifs through annulation of easily prepared aryl sulfonamides and alkynes using 8-aminoquinoline as a directing group. The reaction shows broad substrate scope with products obtained in a highly regioselective manner in good to excellent isolated yields. Mechanistic insights suggest the formation of a Co(III)-aryl key species via a rate-determining arene C[BOND]H activation during the annulation reaction.

Item Type: Article
Identification Number: 10.1002/adsc.201500690
Depositing User: Christopher Whiteoak
Date Deposited: 01 Apr 2016 10:33
Last Modified: 30 Nov 2016 22:47
URI: http://shura.shu.ac.uk/id/eprint/11768

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