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Photocatalytic Borylation of Imines and Alkenes via Decarboxylation of Trimethylamine Carboxyborane: A New Approach for Generating Boryl Radicals.

Authors :
Jiang HW
Qin HN
Wang AL
Zhang R
Xu PF
Source :
Organic letters [Org Lett] 2024 Nov 01; Vol. 26 (43), pp. 9282-9287. Date of Electronic Publication: 2024 Oct 23.
Publication Year :
2024

Abstract

In this study, we investigated the photocatalytic decarboxylation of trimethylamine carboxyborane under mild conditions, successfully generating boryl radicals for subsequent borylation reactions with imines and various alkenes. This method exhibited broad substrate compatibility, including the functionalization of biologically relevant molecules. Our findings expand the utility of trimethylamine carboxyborane beyond its role as a carbon-monoxide- and drug-releasing agent, highlighting its potential in radical chemistry through decarboxylation. This work establishes a robust foundation for further exploration of the synthetic application of trimethylamine carboxyborane.

Details

Language :
English
ISSN :
1523-7052
Volume :
26
Issue :
43
Database :
MEDLINE
Journal :
Organic letters
Publication Type :
Academic Journal
Accession number :
39441729
Full Text :
https://doi.org/10.1021/acs.orglett.4c03443