Journal
JOURNAL OF ORGANIC CHEMISTRY
Volume 69, Issue 10, Pages 3554-3557Publisher
AMER CHEMICAL SOC
DOI: 10.1021/jo049964p
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- NIGMS NIH HHS [GM066153] Funding Source: Medline
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Thiol esters and B-alkyl-9-BBN derivatives couple in the presence of a copper(I) carboxylate mediator and a palladium catalyst. In contrast to copper-mediated, palladium-catalyzed cross-couplings of thioorganics with boronic acids, the current coupling reaction of 9-BBN derivatives is facilitated by the addition of a base such as Cs2CO3. Under optimized conditions, a variety of thiol esters react with different B-alkyl-9-BBN derivatives giving ketones in moderate to excellent yields.
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