Synthesis of Triarylphosphines via Cu-Catalyzed Coupling of Aryl Halides and Acylphosphines

Dedicated to Professor Guo-Qiang Lin on the occasion of his 80^th birthday

Abstract

A Cu-catalyzed C(sp²)–P bond forming reaction using an acylphosphine as the phosphorus source is reported; with CuCl₂ as the catalyst, 34 examples of aryl iodides and bromides were converted into triarylphosphines in good to excellent yield. A preliminary study of the mechanism was carried out and found that a radical intermediate is not involved. This reaction is an extension of the application of acylphosphines in Cu-catalyzed reactions and shows their potential as a phosphination reagent in the synthesis of tertiary phosphines.

Key words

Cu catalysis - acylphosphines - C(sp²)–P bond formation - triarylphosphine - phosphination reagent

Publication History

Received: 15 February 2023

Accepted after revision: 31 March 2023

Accepted Manuscript online:
31 March 2023

Article published online:
26 April 2023

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