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Indexed by:期刊论文

Date of Publication:2012-06-01

Journal:SYNLETT

Included Journals:SCIE、Scopus

Volume:23

Issue:10

Page Number:1505-1510

ISSN No.:0936-5214

Key Words:coupling; chemoselectivity; palladium; oxidation; addition

Abstract:Developing highly chemoselective Suzuki-Miyaura coupling reactions is of great value in the synthetic chemistry. Here we report the results of palladium-catalyzed reaction of bromoallenes containing an aryl bromide moiety with arylboronic acids. It is found that the C-Br insertion exclusively takes place on bromoallene rather than on the benzene ring. Theoretical calculations demonstrate that the corresponding oxidative addition intermediate has a much lower free energy.