Hypervalent iodine mediated para-selective fluorination of anilides.

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

The State Key Laboratory of Natural and Biomimetic Drugs, School of Pharmaceutical Sciences, Peking University, Beijing 100191, PR China.

The Journal of organic chemistry 2013 Jan 18

filter terms:

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.

Citation

Tian Tian, Wen-He Zhong, Shuai Meng, Xiang-Bao Meng, Zhong-Jun Li. Hypervalent iodine mediated para-selective fluorination of anilides. The Journal of organic chemistry. 2013 Jan 18;78(2):728-32