Cross-coupling reaction of cy-clopropylboronic acids with aryl omega-halo-oxo-perfluoroalkyl-sulfonates

The cross-coupling reaction of cyclopropylboronic acids with aryl omega -ha lo-oxo-perfluoroalkylsulfonates is investigated. It was found that the ster eodefined cyclopropylboronic acids can readily react with aryl omega -halo- oxo-perfluoroalkylsulfonates to give the corresponding cross-coupling produ cts in high yields under the appropriate conditions and in the presence of transition metal catalysts. For the reaction of various aryl perfluoroalkyl sulfonates bearing the substituents, the use of corresponding bases was ess ential. During these reactions, the cyclopropyl configurations of cycloprop ylboronic acids are retained. Thus, the procedure provides a new convenient route to stereodefined cyclopropane derivatives from phenols and commerce- available omega -chloro-oxo-perfluoroalkylsulfonyl fluoride.