Tetrahedron

An improved protocol for synthesis of N-arylamides and benzoxazoles by the copper-catalyzed reaction of aryl halides with nitriles

DX Zhang, SK Xiang, H Hu, W Tan, C Feng, BQ Wang…

Index: Zhang, Dong-Xue; Xiang, Shi-Kai; Hu, Hao; Tan, Wen; Feng, Chun; Wang, Bi-Qin; Zhao, Ke-Qing; Hu, Ping; Yang, Hua Tetrahedron, 2013 , vol. 69, # 47 p. 10022 - 10029

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Citation Number: 8

Abstract

Abstract An improved protocol for the synthesis of N-arylamides and benzoxazoles by the copper-catalyzed reaction of aryl halides with nitriles has been developed. Use of acetaldoxime as the hydrolysis reagent instead of H 2 O facilitates the operation of the reaction. The significantly decreased amount of nitriles, along with use of weak base K 2 CO 3 instead of strong base KOH, makes this transformation atom-efficient and ...

623-03-0

4-Chlorobenzonitrile

~34%

~91%

~88%

~82%

~81%

~84%

~84%

~44%

~95%

~50%

~53%

~78%

~25%

~36%

~64%

~70%

~56%

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