4.8 Article

Photoelectrochemical C-H Alkylation of Heteroarenes with Organotrifluoroborates

Journal

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume 58, Issue 14, Pages 4592-4595

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201814488

Keywords

C-H alkylation; electrochemistry; oxidation; photoelectrochemistry; radical reactions

Funding

  1. MOST [2016YFA0204100]
  2. NSFC [21672178]
  3. Fundamental Research Funds for the Central Universities
  4. National Postdoctoral Program for Innovative Talents [BX201700141]
  5. China Postdoctoral Science Foundation [2018M630730]

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A photoelectrochemical method for the C-H alkylation of heteroarenes with organotrifluoroborates has been developed. The merger of electrocatalysis and photoredox catalysis provides a chemical oxidant-free approach for the generation and functionalization of alkyl radicals from organotrifluoroborates. A variety of heteroarenes were functionalized using primary, secondary, and tertiary alkyltrifluoroborates with excellent regio- and chemoselectivity.

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