4.7 Article

Silver-promoted regioselective [4+2] annulation reaction of indoles with alkenes to construct dihydropyrimidoindolone scaffolds

Journal

CHEMICAL COMMUNICATIONS
Volume 55, Issue 95, Pages 14383-14386

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/c9cc07098b

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Funding

  1. National Natural Science Foundation of China [21801152, 21572110]
  2. Natural Science Foundation of Shandong Province [ZR2019BB005, ZR2019MB010]

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An Ag-I-promoted regioselective [4+2] annulation reaction of indoles with alkenes has been established. During the transformation, N-centered radicals are generated by the oxidation of the N-H bond of N-alkoxyamides. Control experiments and DFT calculations reveal a plausible mechanism. This synergistic process achieves the direct construction of new C-C and C-N bonds under relatively mild conditions with broad substrate scope, high atom economy, and easy-to-handle nature.

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