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Oxidative Addition to the N-C Bond Vs Formation of the Zwitterionic Intermediate in Platinum(II)-Catalyzed Intramolecular Annulation of Alkynes to Form Indoles: Mechanistic Studies and Reaction Scope

Snigdha Rani Patra, Simon Watre Sangma, Arun Kumar Padhy and Sabyasachi Bhunia*

*Department of Chemistry, Central University of Jharkhand, Ranchi 835205, Jharkhand, India, Email:

S. R. Patra, S. W. Sangma, A. K. Padhy, S. Bhunia, J. Org. Chem., 2022, 87, 10372-10376.

DOI: 10.1021/acs.joc.2c00750

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A Pt(II)-catalyzed intramolecular translocation annulation of ortho-alkynylamides provides indoles. The formation of an acylium intermediate is suggested, which can further react with an indol-3-ylplatinum species in an intramolecular manner, albeit within the same solvent cage to form 3-acyl indoles.

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proposed mechanism

Key Words


ID: J42-Y2022