Journal of Organic Chemistry 2013-01-18

Hypervalent iodine mediated para-selective fluorination of anilides.

Tian Tian, Wen-He Zhong, Shuai Meng, Xiang-Bao Meng, Zhong-Jun Li

Index: J. Org. Chem. 78(2) , 728-32, (2013)

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Abstract

A metal-free method for the direct regioselective fluorination of anilides has been developed. In the presence of bis(tert-butylcarbonyloxy)iodobenzene (PhI(OPiv)(2)) and hydrogen fluoride-pyridine, the para-fluorination products of anilides were obtained in moderate to good yields. Because of its operational safety and the use of readily available reagents, this new procedure provides facile access to a variety of para-fluorinated anilides.