4.7 Article

Palladium-Catalyzed Deaminative Phenanthridinone Synthesis from Aniline via C-H Bond Activation

Journal

JOURNAL OF ORGANIC CHEMISTRY
Volume 81, Issue 10, Pages 4103-4111

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.joc.6b00378

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Funding

  1. Council of Scientific and Industrial Research (CSIR), New Delhi, India

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This work reports palladium-catalyzed phenanthridinone synthesis using the coupling of aniline and amide by formation of C-C and C-N bonds in a one-pot fashion via dual C-H bond activation. It involves simultaneous cleavage of four bonds and the formation of two new bonds. The present protocol is ligand-free, takes place under mild reaction conditions, and is environmentally benign as nitrogen gas and water are the only side products. This transformation demonstrates a broad range of aniline and amide substrates with different functional groups and has been scaled up to gram level.

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