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Guokai Liu, Xin Wang, Dr. Xu Lu, Xiu-Hua Xu, Etsuko Tokunaga and Prof. Norio Shibata Efficient Difluoromethylation of sp3 Carbon Nucleophiles by Bromodifluoromethylation Reagents with Organic Bases ChemistryOpen 1

Article first published online: 11 OCT 2012 | DOI: 10.1002/open.201200033

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Bromodifluoromethylation reagents 1 can be used during electrophilic difluoromethylation for sp3 carbon nucleophiles mediated by organic bases. Allylic difluoromethylation of dicyanoalkylidens proceeds nicely by 1 in the presence of P1 base to give CF2H instead of CF2Br products in high to excellent yields. A wide range of β-ketoesters are also efficiently reacted with 1, mediated by DBU to provide C[BOND]CF2H compounds as major products with a small amount of O[BOND]CF2H products in high to excellent yields.

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