Cyclization of substituted (2-pyridylthio)phenylacetic acids and chromaticity of mesoionic thiazolo[3,2-a]pyridinium-3-olates

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作者
K. V. Fedotov
T. P. Shumeiko
N. N. Romanov
A. I. Tolmachev
A. Ya. Ilchenko
机构
[1] National Academy of Sciences of Ukraine,Institute of Organic Chemistry
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关键词
3-imino-2-phenyl-2,3-dihydrothieno[2,3-; ]pyridine-2-carboxylic acid; mesoionic compo- unds; (2-pyridylthio)phenylacetic acids; thiazolo[3,2-; ]pyridinium-3-olates; absorption spectra;
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摘要
The cyclization of substituted (2-pyridylthio)phenylacetic acids has been studied. It was established that reaction occurs at two reaction centers with the formation of substituted 3-imino-2-phenyl-2,3-dihydrothieno[2,3-b]pyridine-2-carboxylic acids and substituted mesoionic thiazolo[3,2-a]pyridinium-3-olates. The direction of cyclization is influenced by the acidity of the medium and the character of the substituents in the pyridine nucleus. The spectral properties of the synthesized mesoionic compounds were investigated experimentally and theoretically (by the Pariser–Parr–Pople method).
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页码:622 / 630
页数:8
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