4.7 Article

Hydroxyl Group-Prompted and Iridium(III)-Catalyzed Regioselective C-H Annulation of N-phenoxyacetamides with Propargyl Alcohols

Journal

ADVANCED SYNTHESIS & CATALYSIS
Volume 360, Issue 13, Pages 2470-2475

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/adsc.201800322

Keywords

Iridium(III) catalysts; C-H annulation; N-phenoxyacetamides; tertiary propargyl alcohols; benzofurans

Funding

  1. NSFC [81502909]
  2. Guangdong Natural Science Funds for Distinguished Young Scholar [2017A030306031]

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An efficient, mild and redox-neutral iridium(III)-catalyzed C-H annulation of N-phenoxyacetamides for the regioselective synthesis of benzofurans has been developed by employing tertiary propargyl alcohols as the versatile coupling partners. The computed results together with the experimental data revealed that the hydroxyl group of tertiary propargyl alcohols acts as the key factor in controlling the regioselectivity and tuning the reactivity.

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