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

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. © 2007 Springer Science+Business Media, Inc.

Authors
Publisher
Латвийский институт органического синтеза Латвийской академии наук / Springer New York Consultants Bureau
Number of issue
4
Language
English
Pages
445-453
Status
Published
Volume
43
Year
2007
Organizations
  • 1 Russian People's Friendship University, Moscow 117198, Russian Federation
  • 2 M. V. Lomonosov State University, Moscow 119899, Russian Federation
Keywords
1,3-diarylpyrazoles; 3-arylamino-1-oxo-1-phenylpropanes; 3-benzoyl-4-hydroxy-1-methyl-4-phenylpiperidine; Arylamines; Arylhydrazines; Mass spectra
Date of creation
19.10.2018
Date of change
19.10.2018
Short link
https://repository.rudn.ru/en/records/article/record/3252/
Share

Other records