4.8 Article

Metal-Free-Visible Light C-H Alkylation of Heteroaromatics via Hypervalent Iodine-Promoted Decarboxylation

Journal

ORGANIC LETTERS
Volume 20, Issue 11, Pages 3229-3232

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.8b01085

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Funding

  1. NSERC
  2. FRQNT
  3. NanoQAM

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A metal-free photoredox C-H alkylation of heteroaromatics from readily available carboxylic acids using an organic photocatalyst and hypervalent iodine reagents under blue LED light is reported. The developed methodology tolerates a broad range of functional groups and can be applied to the late-stage functionalization of drugs and drug-like molecules. The reaction mechanism was investigated with control experiments and photophysical experiments as well as DFT calculations.

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