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Synlett 2021; 32(12): 1207-1212
DOI: 10.1055/a-1511-0435
DOI: 10.1055/a-1511-0435
letter
Ligand-Free Palladium-Catalyzed Carbonylative Suzuki Couplings of Vinyl Iodides with Arylboronic Acids under Substoichiometric Base Conditions
The work was sponsored by the Natural Science Foundation of China (21776139, 21302099), the Natural Science Foundation of Jiangsu Province (BK20161553), the Natural Science Foundation of Jiangsu Provincial Colleges and Universities (16KJB150019), the China Scholarship Council, and the Priority Academic Program Development of Jiangsu Higher Education Institutions.
Abstract
A ligand-free palladium-catalyzed carbonylation of vinyl iodides with arylboronic acids, permitting the synthesis of chalcones and α-branched enones, has been established. This reaction proceeds smoothly at ambient pressure and temperature, and works well even with a substoichiometric amount of base. Importantly, this mild, efficient, and operationally simple protocol is suitable for the late-stage functionalization of an epiandrosterone-derived complex molecule.
Key words
platinum catalysis, vinyl iodides, arylboronic acids, chalcones, enones, Suzuki–Miyaura reaction
Supporting Information
- Supporting information for this article is available online at https://doi.org/10.1055/a-1511-0435.
- Supporting Information
Publication History
Received: 19 April 2021
Accepted after revision: 18 May 2021
Accepted Manuscript online:
18 May 2021
Article published online:
08 June 2021
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