Au(i)/Ag(i) co-operative catalysis: interception of Ag-bound carbocations with α-gold(i) enals in the imino-alkyne cyclizations with N-allenamides.

Chem Commun (Camb)

Division of Organic Chemistry, CSIR - National Chemical Laboratory, Dr Homi Bhabha Road, Pune - 411 008, India. and Academy of Scientific and Innovative Research (AcSIR), New Delhi - 110 025, India.

Published: December 2016

AI Article Synopsis

  • - A new catalyst system combining gold and silver has been created to help use N-allenamides for capturing carbocations formed during a specific chemical reaction involving imino-alkyne cyclization.
  • - This method generates silver-bound carbocations from iminoalkynes and α-gold enals from N-allenamides.
  • - The two generated species react to form indolizines while simultaneously regenerating the gold and silver catalysts used in the process.

Article Abstract

A co-operative Au(i)/Ag(i) catalyst system has been developed to utilize N-allenamides as nucleophilic enal equivalents for the interceptive capturing of incipient carbocations generated through π-acid-triggered imino-alkyne cyclization. The salient features include the in situ generation of silver-bound carbocations (from iminoalkynes), α-gold(i) enals (from N-allenamides) and union of these two species to form indolizines with the regeneration of Au and Ag catalysts.

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Source
http://dx.doi.org/10.1039/c6cc08385dDOI Listing

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