4.8 Article

Photoinduced Palladium-Catalyzed Intermolecular Radical Cascade Cyclization of N-Arylacrylamides with Unactivated Alkyl Bromides

Journal

ORGANIC LETTERS
Volume 23, Issue 15, Pages 5631-5635

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.1c01698

Keywords

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Funding

  1. National Natural Science Foundation of China [22001173]
  2. Project of Department of Education of Guangdong Province [2020KTSCX116]
  3. Basic and Applied Research Foundation of Guangdong [2019A1515110906]
  4. Shenzhen Science and Technology Foundation [20200812202943001, KQJSCX20180328100401788]
  5. Principal Foundation of Shenzhen University [8570700000307]
  6. Instrumental Analysis Centre of Shenzhen University

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A novel Pd-catalyzed reaction method is described in this study, which can be used to synthesize a diverse range of bioactive oxindole derivatives.
A mild visible-light-induced Pd-catalyzed intermolecular radical cascade reaction of N- arylacrylamides with unactivated alkyl bromides is disclosed. Photoexcited Pd complexes transfer a single electron in this protocol, and hybrid alkyl Pd-radical species are involved as the key reaction intermediates. Sophisticated bioactive oxindole derivatives bearing various substituents and substitution patterns can be efficiently afforded through this approach.

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