Synthesis of new pyrido[3,2-b][1,4]benzoxazines and -benzothiazines

被引：0
|
作者：
A. M. Starosotnikov
V. V. Ivanova
T. A. Klimova
N. G. Kolotyrkina
M. A. Bastrakov
机构：
[1] Russian Academy of Sciences,N. D. Zelinsky Institute of Organic Chemistry
[2] Dmitry Mendeleev University of Chemical Technology of Russia,undefined
来源：
Russian Chemical Bulletin | 2022年 / 71卷
关键词：
nucleophilic aromatic substitution; nitropyridines; pyrido[3,2-; ][1,4]benzoxazines; pyrido[3,2-; ][1,4]benzothiazines; -aminophenols;
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摘要：
New pyrido[3,2-b][1,4]benzoxazines and pyrido[3,2-b][1,4]benzothiazines were synthesized by the base-mediated reactions of substituted 2-chloro-3-nitropyridines with o-amino(thio)phenols. The reactions involve a sequential nucleophilic substitution of the chlorine atom and the nitro group affected by either O,N- or S,N-binucleophile. In the case of aminothiophenols, the reaction proceeded via substitution of the chlorine atom followed by the Smiles rearrangement, and an intramolecular substitution of the nitro group by S-nucleophile.
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页码：126 / 130
页数：4
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