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

Research output: Contribution to journalArticle

22 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 languageEnglish
Pages (from-to)2436-2442
Number of pages7
JournalTetrahedron
Volume65
Issue number12
DOIs
Publication statusPublished - 2009 Mar 21

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Chlorides
Temperature
Alkylation
Tuning
aluminum chloride

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

Cite this

An efficient method for the synthesis of α-arylated nitroalkanes and α-arylated hydroximoyl chlorides mediated by AlCl3. / Tu, Zhijay; Rama Raju, B.; Liou, Tzuo Rung; Kavala, Veerababurao; Kuo, Chun Wei; Jang, Yaochung; Shih, Yu Hsuan; Wang, Chun Chao; Yao, Ching-Fa.

In: Tetrahedron, Vol. 65, No. 12, 21.03.2009, p. 2436-2442.

Research output: Contribution to journalArticle

Tu, Z, Rama Raju, B, Liou, TR, Kavala, V, Kuo, CW, Jang, Y, Shih, YH, Wang, CC & Yao, C-F 2009, 'An efficient method for the synthesis of α-arylated nitroalkanes and α-arylated hydroximoyl chlorides mediated by AlCl3', Tetrahedron, vol. 65, no. 12, pp. 2436-2442. https://doi.org/10.1016/j.tet.2009.01.075
Tu, Zhijay ; Rama Raju, B. ; Liou, Tzuo Rung ; Kavala, Veerababurao ; Kuo, Chun Wei ; Jang, Yaochung ; Shih, Yu Hsuan ; Wang, Chun Chao ; Yao, Ching-Fa. / An efficient method for the synthesis of α-arylated nitroalkanes and α-arylated hydroximoyl chlorides mediated by AlCl3. In: Tetrahedron. 2009 ; Vol. 65, No. 12. pp. 2436-2442.
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