Journal of Organic Chemistry 2010-10-01

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

Chutian Shu, Kanwar Sidhu, Li Zhang, Xiao-Jun Wang, Dhileepkumar Krishnamurthy, Chris H Senanayake

Index: J. Org. Chem. 75(19) , 6677-80, (2010)

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Abstract

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.