4.3 Article

Ni-Catalyzed Regioselective Cyclotrimerization of Internal Esteryl Alkynes towards Polysubstituted Benzene Rings

Journal

HELVETICA CHIMICA ACTA
Volume 105, Issue 5, Pages -

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/hlca.202200005

Keywords

C-C bond formation; cycloaddition; internal esteryl alkynes; nickel; catalysis; regional selectivity

Funding

  1. Jilin Provincial '13th Five Year Plan' Science and Technology Project [JJKH20181022KJ]

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In this paper, an efficient system based on inexpensive nickel catalyst and phosphine ligand for the cyclotrimerization of various internal esteryl alkynes is described. The regioselectivity of the protocol can be precisely controlled, providing a series of polysubstituted benzene rings mainly composed of 1,2,4-isomers.
Transition-metal-catalyzed [2+2+2] cycloaddition of alkynes is a core synthetic approach to benzene rings. Herein we describe an efficient system based on inexpensive nickel catalyst and phosphine ligand that facilitate cyclotrimerization of various internal esteryl alkynes. The regioselectivity of the protocol was precisely controlled, and a series of polysubstituted benzene rings mainly composed of 1,2,4-isomers were provided.

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