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: sabyasachi.bhunia
cuj.ac.in
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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Abstract
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
