4.5 Article

Photoredox-Mediated Minisci Alkylation of N-Heteroarenes using Carboxylic Acids and Hypervalent Iodine

Journal

ASIAN JOURNAL OF ORGANIC CHEMISTRY
Volume 7, Issue 7, Pages 1307-1310

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/ajoc.201800197

Keywords

C-H activation; hypervalent iodine; Minisci alkylation; photoredox; radical

Funding

  1. State Key Laboratory of Elemento-Organic Chemistry at Nankai University
  2. NSFC [21421062, 21672105]
  3. China Postdoctoral Science Foundation [2016M591383]

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A new protocol of photoredox-mediated Minisci alkylation of N-heteroarenes with aliphatic carboxylic acids has been developed. Using Ru(bpy)(3)Cl-2 as photocatalyst and acetoxybenziodoxole (BI-OAc) as oxidant, a variety of primary, secondary and tertiary alkyl groups can be efficiently incorporated into various electron-deficient N-heteroarenes. This protocol demonstrated excellent substrate scope and good functional group tolerance and can be applied to late-stage functionalization of complex molecules.

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