One-Pot Synthesis of 2,3,4,4a,10,10a-Hexahydro-1H-phenoxazines
- Autores: Shapenova D.S.1, Magdalinova N.A.2, Klyuev M.V.2
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Afiliações:
- Tumen State University
- Ivanovo State University
- Edição: Volume 55, Nº 9 (2019)
- Páginas: 1305-1309
- Seção: Article
- URL: https://journals.rcsi.science/1070-4280/article/view/221147
- DOI: https://doi.org/10.1134/S1070428019090070
- ID: 221147
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Resumo
A procedure has been proposed for the synthesis of 2,3,4,4a,10,10a-hexahydro-1H-phenoxazines by reductive cyclization of 2-(2-nitrophenoxy)cyclohexan-1-ones over palladium catalysts under mild conditions (ethanol, 318 K, pH 2 = 0.1 MPa). The product structure and ratio were determined by 1H and 13C NMR spectra, X-ray analysis, and GC/MS data. The reductive cyclization of 2-(2-nitrophenoxy)cyclohexan-1-one and 2-(4-methyl-2-nitrophenoxy)cyclohexan-1-one has been shown to produce 2,3,4,4a,10,10a-hexahydro-1H-phenoxazine and its 8-methyl analog as mixtures of stereoisomers with trans and cis-junction of the cyclo-hexane and morpholine rings at ratios of 1:3 and 3:1, respectively.
Sobre autores
D. Shapenova
Tumen State University
Autor responsável pela correspondência
Email: dshapenova@utmn.ru
Rússia, Tumen
N. Magdalinova
Ivanovo State University
Email: klyuev@inbox.ru
Rússia, Ivanovo
M. Klyuev
Ivanovo State University
Autor responsável pela correspondência
Email: klyuev@inbox.ru
Rússia, Ivanovo
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