4.4 Article

One step synthesis of azo compounds from nitroaromatics and anilines

Journal

TETRAHEDRON LETTERS
Volume 52, Issue 29, Pages 3805-3809

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2011.05.054

Keywords

Nitro compounds; Aniline; Aromatic azo compound; Asymmetric; Redox reaction

Funding

  1. Ministry of Science and Technology of China [2009ZX09501-004]
  2. National Natural Science Foundation of China [20872077, 90813013]
  3. Shenzhen Sci. Tech. Bureau

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A general and efficient method for synthesis of both symmetric and asymmetric aromatic azo compounds in one single step has been developed. The nitro compounds were reduced and the substituted anilines were oxidized by each other without any metal in the base condition. Various azo compounds with halogen, methyl and methoxy functional group were obtained by using available, cheap nitro compounds and substituted anilines. In addition, the electronic effect and substituent effect of the compounds have been discussed. (C) 2011 Elsevier Ltd. All rights reserved.

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