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Synthesis 2023; 55(16): 2586-2594
DOI: 10.1055/a-2067-4165
DOI: 10.1055/a-2067-4165
paper
Special Issue Honoring Prof. Guoqiang Lin’s Contributions to Organic Chemistry
Synthesis of Triarylphosphines via Cu-Catalyzed Coupling of Aryl Halides and Acylphosphines
Beijing Natural Science Foundation (Z200012) and National Natural Science Foundation of China (NSFC 21302010, 21571015).
Dedicated to Professor Guo-Qiang Lin on the occasion of his 80th 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 reagentSupporting Information
- Supporting information for this article is available online at https://doi.org/10.1055/a-2067-4165.
- Supporting Information
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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