Tetrahedron

Unexpected formation of N-fluoroalkaneacyl anilides from the reactions of fluoroalkanesulfonyl azides with nitrobenzene and its derivatives

W Xiong, J Zhao, J Gu, S Zhu

Index: Xiong, Wan-Ting; Zhao, Jing-Wei; Gu, Ji-Wei; Zhu, Shizheng Tetrahedron, 2011 , vol. 67, # 29 p. 5235 - 5243

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Citation Number: 2

Abstract

Abstract The thermal reactions of fluoroalkanesulfonyl azides R f CF 2 SO 2 N 3 1 with nitrobenzene and its derivatives XC 6 H 4 NO 2 (X= H, F, Cl, CF 3) gave the unexpected N- fluoroalkaneacyl anilides R f CONHC 6 H 4 X (X= H, Cl, F, CF 3) in addition to fluoroalkanesulfonyl amides R f CF 2 SO 2 NH 2. Under the same reaction conditions, however, nitrobenzene containing an electron-donating group RC 6 H 4 NO 2 (R= CH 3, ...