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 …

…, SA Soldatova, PB Terentiev, AT Soldatenkov

Index: Volkov; Kutyakov; Levov; Polyakova; An, Le Tuan; Soldatova; Terentiev; Soldatenkov Chemistry of Heterocyclic Compounds, 2007 , vol. 43, # 10 p. 1260 - 1268

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Abstract

Abstract 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 ...

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