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论文类型：期刊论文

发表时间：2012-06-01

发表刊物：SYNLETT

收录刊物：SCIE、Scopus

卷号：23

期号：10

页面范围：1505-1510

ISSN号：0936-5214

关键字：coupling; chemoselectivity; palladium; oxidation; addition

摘要：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.