BENZOYLATION OF DEACTIVATED COMPOUNDS OF THE THIOPHENE AND FURAN SERIES WITH PHENYLDICHLOROCARBENIUM TETRACHLOROALUMINATE

Authors

  • Л. И. Беленький N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences (RAN), Moscow
  • Г. П. Громова N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences (RAN), Moscow
  • А. В. Колотаев N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences (RAN), Moscow
  • М. М. Краюшкин N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences (RAN), Moscow

DOI:

https://doi.org/10.1007/67

Keywords:

2-acetylthiophene, 2-acetylfuran, benzotrichloride, thiophene-2-carbonitriles, furan-2-carbonitriles, 2-thiophenaldehyde, 2-thiophenecarboxylic acid esters, 2-furancarboxylic acid esters, benzoylation with phenyldichlorocarbenium tetrachloroaluminate

Abstract

The reactions of benzotrichloride with methyl and ethyl esters and nitriles of 2-thiophenecarboxylic and 2-furancarboxylic acids, with 2-acetylthiophene, 2-acetylfuran, and 2-thiophenaldehyde in the presence of an excess of anhydrous aluminum chloride have been studied. The phenyldichloromethyl group enters into position 4 of the thiophene and position 5 of the furan ring and on treating the reaction mixture with water is converted to benzoyl group.

Authors: L. I. Belen'kii, G. P. Gromova, A. V. Kolotaev, and M. M. Krayushkin.

English Translation in Chemistry of Heterocyclic Compounds, 2000, 36 (3), pp 256-263

http://link.springer.com/article/10.1007/BF02256861

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Published

2012-11-30

Issue

No. 3 (2000)

Section

Original Papers