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Palladium-catalyzed cross-coupling of cyclopropylmagnesium bromide with aryl bromides mediated by zinc halide additives.

The Journal of organic chemistry (2010-09-08)
Chutian Shu, Kanwar Sidhu, Li Zhang, Xiao-Jun Wang, Dhileepkumar Krishnamurthy, Chris H Senanayake
RESUMEN

The key Pd-catalyzed cross-coupling of aryl bromides or triflates and cyclopropylmagnesium bromide in the presence of substoichiometric amounts of zinc bromide produces cyclopropyl arenes in good to excellent yields. The cross-coupling of other alkyl, cycloalkyl, and aryl Grignard reagents with aryl bromides under the same conditions gives the corresponding substituted arenes in good yields.

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Sigma-Aldrich
Zinc bromide, 99.999% trace metals basis
Sigma-Aldrich
Zinc bromide, AnhydroBeads, −10 mesh, 99.999% trace metals basis