4.8 Article

Multicomponent Synthesis of α-Branched Tertiary and Secondary Amines by Photocatalytic Hydrogen Atom Transfer Strategy

Journal

ORGANIC LETTERS
Volume 23, Issue 11, Pages 4473-4477

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.1c01412

Keywords

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Funding

  1. National Natural Science Foundation of China [21672047]
  2. Science and Technology Plan of Shenzhen [JCYJ20180306172044124]
  3. Natural Science Foundation of Guangdong [2020A1515010564]
  4. Shenzhen Government
  5. Guangdong Province Covid-19 Pandemic Control Research Fund [2020KZDZX1218]
  6. Open Research Fund of the School of Chemistry and Chemical Engineering, Henan Normal University

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A multicomponent carbonyl alkylative amination reaction using tetrabutylammonium decatungstate as a photocatalyst was described. Various N-arylamines, aldehydes, and hydrocarbons were examined as reaction substrates, yielding the corresponding alpha-branched tertiary and secondary amines in good to moderate yields. The reaction proceeds through the generation of alkyl radicals via a light-promoted hydrogen atom transfer process followed by free radical addition to iminium ions generated in situ.
A multicomponent carbonyl alkylative amination reaction is described. A variety of N-arylamines, aldehydes, and hydrocarbons have been examined as reaction substrates using tetrabutylammonium decatungstate as photocatalyst, providing the corresponding alpha-branched tertiary and secondary amines in good to moderate yields. The reaction proceeds through the generation of alkyl radicals by a light-promoted hydrogen atom transfer process followed by free radical addition to iminium ions generated in situ.

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