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Synlett 2023; 34(11): 1280-1284
DOI: 10.1055/a-2007-2958
DOI: 10.1055/a-2007-2958
letter
Ligand-Free Palladium-Catalyzed Substoichiometric Base Mediated Carbonylation of Aryl Iodides with Alkenylboronic Acids under Ambient Conditions
The work was sponsored by the Natural Science Foundation of Hunan Province (2020JJ4487, 2020JJ4073), the Qing Lan Project Young and Middle-Aged Academic Leaders of Jiangsu Provincial Colleges and Universities, and the Priority Academic Program Development of Jiangsu Higher Education Institutions.
Abstract
A highly efficient, practical, and ligand-free palladium-catalyzed carbonylation of aryl iodides with alkenylboronic acids has been developed. A variety of chalcones and α-branched enones were isolated in satisfactory to good yields with good substrate compatibilities under an ambient pressure of CO at room temperature. Moreover, the transformation proceeds well in the presence of a substoichiometric amount of base. The merit of this strategy as a late-stage functionalization platform has been demonstrated by modifications of complex substrates derived from estrone and 3-phenyl-l-alanine.
Key words
palladium catalysis - carbonylation - aryl iodides - alkenylboronic acids - chalcones - enonesSupporting Information
- Supporting information for this article is available online at https://doi.org/10.1055/a-2007-2958.
- Supporting Information
Publication History
Received: 05 December 2022
Accepted after revision: 04 January 2023
Accepted Manuscript online:
04 January 2023
Article published online:
02 February 2023
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