Release Time:2019-03-09  Hits:

Indexed by: Journal Article

Date of Publication: 2012-06-01

Journal: SYNLETT

Included Journals: Scopus、SCIE

Volume: 23

Issue: 10

Page Number: 1505-1510

ISSN: 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.