Formation of an Aza‐nickelacycle by Reaction of an Imine and an Alkyne with Nickel(0): Oxidative Cyclization, Insertion, and Reductive Elimination

2007/05/25 by Sensuke Ogoshi, Haruo Ikeda, Hideo Kurosawa · 1 citation
Chemistry · #Catalytic C–H Functionalization Methods #Catalytic Alkyne Reactions #Cyclopropane Reaction Mechanisms

paper · doi:10.1002/anie.200700688

openalex publication_date 2007/05/25 · openalex created_date 2025/10/10 · openalex updated_date 2026/07/22

Abstract

Cyclize, add, reduce: The oxidative cyclization of an imine and an alkyne with nickel(0) followed by the insertion of a second alkyne gives a seven-membered aza-nickelacycle (see scheme). Subsequent reductive elimination yields a 1,2-dihydropyridine. This sequential reaction process is expanded to a one-step nickel-catalyzed [2+2+2] cycloaddition of two alkynes and an imine.

Cited by

• Organonickel chemistry [wikipedia]

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