4.7 Article

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

期刊

ADVANCED SYNTHESIS & CATALYSIS
卷 357, 期 18, 页码 4003-4012

出版社

WILEY-V C H VERLAG GMBH
DOI: 10.1002/adsc.201500690

关键词

alkynes; annulation; C-H activation; cobalt; regioselectivity; sulfonamides; sultams

资金

  1. ERC [ERC-2011-StG-277801]
  2. MINECO of Spain [CTQ2013-43012-P]
  3. RyC contract
  4. MECD
  5. ICREA

向作者/读者索取更多资源

The use of cobalt as catalyst in direct C-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-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-H activation during the annulation reaction.

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