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.
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