Tetrahedron

An efficient method for the synthesis of α-arylated nitroalkanes and α-arylated hydroximoyl chlorides mediated by AlCl 3

Z Tu, BR Raju, TR Liou, V Kavala, CW Kuo, Y Jang…

Index: Tu, Zhijay; Rama Raju; Liou, Tzuo-Rung; Kavala, Veerababurao; Kuo, Chun-Wei; Jang, Yaochung; Shih, Yu-Hsuan; Wang, Chun-Chao; Yao, Ching-Fa Tetrahedron, 2009 , vol. 65, # 12 p. 2436 - 2442

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Citation Number: 19

Abstract

Friedel–Crafts alkylation of various arenes/heteroarenes to β-nitrostyrenes mediated by aluminum chloride is described. The interesting feature of this methodology pertain the formation of different products by tuning the reaction temperature. α-Arylated nitroalkanes were formed predominately at− 78° C, whereas α-arylated hydroximoyl chlorides were obtained at room temperature without any side products in high yields.

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