Catalyst-controlled regioselective Suzuki couplings at both positions of dihaloimidazoles, dihalooxazoles, and dihalothiazoles

NA Strotman, HR Chobanian, J He, Y Guo…

Index: Strotman, Neil A.; Chobanian, Harry R.; He, Jiafang; Guo, Yan; Dormer, Peter G.; Jones, Christina M.; Steves, Janelle E. Journal of Organic Chemistry, 2010 , vol. 75, # 5 p. 1733 - 1739

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Citation Number: 36

Abstract

Various dihaloazoles can be monoarylated at a single C− X bond with high selectivity via Suzuki coupling. By changing the palladium catalyst employed, the selectivity can be switched for some dihaloazoles, allowing for Suzuki coupling at the other, traditionally less reactive C− X bond. These conditions are applicable to coupling of a wide variety of aryl-, heteroaryl-, cyclopropyl-, and vinylboronic acids with high selectivities and enable the ...