An efficient method for the synthesis of α-arylated nitroalkanes and α-arylated hydroximoyl chlorides mediated by AlCl3

Zhijay Tu; B. Rama Raju; Tzuo Rung Liou; Veerababurao Kavala; Chun Wei Kuo; Yaochung Jang; Yu Hsuan Shih; Chun Chao Wang; Ching Fa Yao

doi:10.1016/j.tet.2009.01.075

An efficient method for the synthesis of α-arylated nitroalkanes and α-arylated hydroximoyl chlorides mediated by AlCl₃

Zhijay Tu, B. Rama Raju, Tzuo Rung Liou, Veerababurao Kavala, Chun Wei Kuo, Yaochung Jang, Yu Hsuan Shih, Chun Chao Wang, Ching Fa Yao^*

^*Corresponding author for this work

Department of Chemistry

Research output: Contribution to journal › Article › peer-review

25 Citations (Scopus)

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.

Original language	English
Pages (from-to)	2436-2442
Number of pages	7
Journal	Tetrahedron
Volume	65
Issue number	12
DOIs	https://doi.org/10.1016/j.tet.2009.01.075
Publication status	Published - 2009 Mar 21

ASJC Scopus subject areas

Biochemistry
Drug Discovery
Organic Chemistry

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10.1016/j.tet.2009.01.075

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title = "An efficient method for the synthesis of α-arylated nitroalkanes and α-arylated hydroximoyl chlorides mediated by AlCl3",

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.",

author = "Zhijay Tu and {Rama Raju}, B. and Liou, {Tzuo Rung} and Veerababurao Kavala and Kuo, {Chun Wei} and Yaochung Jang and Shih, {Yu Hsuan} and Wang, {Chun Chao} and Yao, {Ching Fa}",

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doi = "10.1016/j.tet.2009.01.075",

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T1 - An efficient method for the synthesis of α-arylated nitroalkanes and α-arylated hydroximoyl chlorides mediated by AlCl3

AU - Tu, Zhijay

AU - Rama Raju, B.

AU - Liou, Tzuo Rung

AU - Kavala, Veerababurao

AU - Kuo, Chun Wei

AU - Jang, Yaochung

AU - Shih, Yu Hsuan

AU - Wang, Chun Chao

AU - Yao, Ching Fa

PY - 2009/3/21

Y1 - 2009/3/21

N2 - 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.

AB - 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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EP - 2442

JO - Tetrahedron

JF - Tetrahedron

IS - 12

ER -

An efficient method for the synthesis of α-arylated nitroalkanes and α-arylated hydroximoyl chlorides mediated by AlCl₃

Abstract

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