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

23 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

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

Fingerprint Dive into the research topics of 'An efficient method for the synthesis of α-arylated nitroalkanes and α-arylated hydroximoyl chlorides mediated by AlCl<sub>3</sub>'. Together they form a unique fingerprint.

  • Cite this

    Tu, Z., Rama Raju, B., Liou, T. R., Kavala, V., Kuo, C. W., Jang, Y., Shih, Y. H., Wang, C. C., & Yao, C. F. (2009). An efficient method for the synthesis of α-arylated nitroalkanes and α-arylated hydroximoyl chlorides mediated by AlCl3. Tetrahedron, 65(12), 2436-2442. https://doi.org/10.1016/j.tet.2009.01.075