Radical addition of polyhaloalkanes to 2-ethynyl-4,4,5,5-tetramethyl-1,3,2- dioxaborolane

Tatsuya Wada, Yuto Sumida, Azusa Kondoh, Hideki Yorimitsu, Koichiro Oshima

Research output: Contribution to journalArticlepeer-review

4 Citations (Scopus)


Radical addition of bromotrichloromethane to 2- ethynyl-4,4,5,5- tetramethyl-1,3,2-dioxaborolane takes place in the presence of a radical initiator in refluxing benzene. Perfluoroalkyl iodides undergo similar addition reactions. The addition reactions proceed in an anti fashion. The corresponding 1-halo-1-alkenylboronic esters are useful intermediates that undergo cross-coupling reactions.

Original languageEnglish
Pages (from-to)1433-1435
Number of pages3
JournalBulletin of the Chemical Society of Japan
Issue number11
Publication statusPublished - 2009


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