[3+2]-Annulation of platinum-bound azomethine ylides with distal C[double bond, length as m-dash]C bonds of N-allenamides.

Chem Commun (Camb)

Division of Organic Chemistry, CSIR-National Chemical Laboratory, Dr Homi Bhabha Road, Pune - 411008, India. and Academy of Scientific and Innovative Research (AcSIR), New Delhi - 110025, India.

Published: December 2016

A Pt-catalyzed, highly regioselective reaction between N-allenamides and imino-alkynes leading to pyrrolo[1,2-a]indoles is described. This represents the first example of [3+2]-annulation of Pt-bound azomethine ylides with the distal C[double bond, length as m-dash]C bond of N-allenamides. The mechanism of the reaction was established by computational studies.

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http://dx.doi.org/10.1039/c6cc07874eDOI Listing

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