REACTION OF 3-BENZOYL-1-METHYL-4-PHENYL-γ-PIPERIDOL WITH ARYLAMINES AND ARYLHYDRAZINES. SYNTHESIS OF 3-ARYLAMINO-1-OXO-1-PHENYLPROPANES AND 1,3-DIARYLPYRAZOLES AND THEIR FRAGMENTATION UNDER ELECTRON IMPACT

Authors

  • С. В. Волков Russian People's Friendship University, Moscow 117198
  • С. В. Кутяков Russian People's Friendship University, Moscow 117198
  • А. Н. Левов Russian People's Friendship University, Moscow 117198
  • Е. И. Полякова Russian People's Friendship University, Moscow 117198
  • Ле Туан Ань Russian People's Friendship University, Moscow 117198
  • С. А. Солдатова Russian People's Friendship University, Moscow 117198
  • П. Б. Терентьев M. V. Lomonosov State University, Moscow 119899
  • А. Т. Солдатенков Russian People's Friendship University, Moscow 117198

DOI:

https://doi.org/10.1007/7549

Keywords:

3-arylamino-1-oxo-1-phenylpropanes, arylamines, arylhydrazines, 3-benzoyl-4-hydroxy-1-methyl-4-phenylpiperidine, 1, 3-diarylpyrazoles, mass spectra

Abstract

Upon heating in the presence of arylamines 3-benzoyl-4-hydroxy-1-methyl-4-phenylpiperidine decyclizes via a retroaldol type reaction with subsequent transamination of the intermediate Mannich base to give 3-arylamino-1-oxo-1-phenylpropanes. In the case of the use of arylhydrazines this γ-piperidol recyclizes to give 1,3-diarylpyrazoles and their 4,5-dihydro  derivatives. The mass spectroscopic behavior of a series of 3-arylamino-substituted 1-phenylpropanones has been studied.

How to Cite
Volkov, S. V.; Kutyakov, S. V.; Levov, A. N.; Polyakova, E. I.; Tuan Anh, L; Soldatova, S. A.; Terentiev, P. B.; Soldatenkov, A. T.  Chem. Heterocycl. Compd. 2007, 43, 445. [Khim. Geterotsikl. Soedin. 2007, 544.]

For this article in the English edition see DOI 10.1007/s10593-007-0064-3


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Published

2023-03-23

Issue

No. 4 (2007)

Section

Original Papers