Carbon-Carbon Bond Formation via Catalytically Generated Aminocarbene Complexes: Rhodium-Catalyzed Hydroaminative Cyclization of Enynes with Secondary Amines.

Angew Chem Int Ed Engl

Department of Chemistry, Faculty of Science and Technology, Keio University, 3-14-1 Hiyoshi, Kohoku-ku, Yokohama, 223-8522, Japan.

Published: July 2020

AI Article Synopsis

  • A new method for hydroaminative cyclization of enynes is introduced using specific rhodium catalysts.
  • This process involves reacting 2-vinylphenylacetylene compounds with secondary amines to produce 2-aminoindenes effectively.
  • The mechanism suggests that the reaction forms carbon-carbon bonds via an aminocarbene ligand generated during the catalysis.

Article Abstract

We report a hydroaminative cyclization of enynes using phosphine-quinolinolato rhodium catalysts. The hydroaminative cyclization of 2-vinylphenylacetylene derivatives with secondary amines gives 2-aminoindenes in good yields. The reaction is considered to proceed through carbon-carbon bond formation on a catalytically generated aminocarbene ligand.

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http://dx.doi.org/10.1002/anie.202002710DOI Listing

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