Conversion of 3-benzoyl-1-methyl-4-phenyl-γ-piperidol by arylamines and arylhydrazines. Synthesis of 3-arylamino-1-oxo-1-phenylpropanes and 1,3-diarylpyrazoles and their fragmentation under electron impact

It has been established that on heating, 3-benzoyl-4-hydroxy-1-methyl-4- phenylpiperidine is ring-opened in the presence of arylamines by a type of retroaldol reaction, with subsequent transamination of the intermediate Mannich base and the formation of 3-arylamino-1-oxo-1-phenylpropanes. When using arylhydrazines this γ-piperidol is recyclized with the formation of 1,3-diarylpyrazoles and their 4,5-dihydro derivatives. The mass spectral behavior of a series of 3-arylamino-substituted 1-phenylpropanones has been studied. © 2007 Springer Science+Business Media, Inc.

Авторы
Издательство
Латвийский институт органического синтеза Латвийской академии наук / Springer New York Consultants Bureau
Номер выпуска
10
Язык
Английский
Страницы
1260-1268
Статус
Опубликовано
Том
43
Год
2007
Организации
  • 1 Peoples' Friendship University of Russia, Moscow 117198, Russian Federation
  • 2 M. V. Lomonosov Moscow State University, Moscow 119992, Russian Federation
Ключевые слова
1,3-diarylpyrazoles; 3-arylamino-1-oxo-1-phenylpropanes; 3-benzoyl-4-hydroxy-1-methyl-4-phenylpiperidine; Arylamines; Arylhydrazines; Mass spectra
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