Novel routes to N-amino-1H-pyrrolo[2,3-b]pyridines from α-hydroxyarylalkyl ketones and hydrazines |
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| Authors: | Yu B Chudinov S B Gashev S I Firgang V V Semenov |
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| Institution: | (1) N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 47 Leninsky prosp., 119991 Moscow, Russian Federation |
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| Abstract: | Treatment of 3-hydroxy-3-(3-pyridyl)butan-2-one hydrazone with polyphosphoric acid gave 1-amino-2,3-dimethyl-1H-pyrrolo2,3-b]pyridine. An analogous reaction with 2,4-dinitrophenylhydrazone of the same ketone yielded 1-(2,4-dinitrophenyl)-3-methyl-4-(3-pyridyl)pyrazole.
Dedicated to Academician V. A. Tartakovsky on the occasion of his 75th birthday.
Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, No. 8, pp. 1552–1556, August, 2007. |
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| Keywords: | dioxolanones hydrazones pyrrolo[2 3-b]pyridines pyrazoles α -hydroxy ketones heterocyclization polyphosphoric acid |
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