SYNTHESIS OF 3-FLUOROPYRAZOLO[1,5-<i>a</i>]PYRIDINES BY FLUORINATION OF METHYL PYRAZOLO[1,5-<i>a</i>]PYRIDINE-3-CARBOXYLATES

Authors

  • Сабина В. Алиева N. N. Vorozhtsov Novosibirsk Institute of Organic Chemistry, Siberian Branch of the Russian Academy of Sciences, 9 Akademika Lavrentieva Ave., Novosibirsk 630090 Novosibirsk State University, 1 Pirogova St., Novosibirsk 630090
  • Алексей Ю. Воробьев N. N. Vorozhtsov Novosibirsk Institute of Organic Chemistry, Siberian Branch of the Russian Academy of Sciences, 9 Akademika Lavrentieva Ave., Novosibirsk 630090

DOI:

https://doi.org/10.1007/5691

Keywords:

pyrazolo[1, 5-a]pyridines, Selectfluor, electrophilic fluorination

Abstract

The reaction of methyl esters of pyrazolo[1,5-a]pyridine-2,3-dicarboxylic and 2-phenylpyrazolo[1,5-a]pyridine-3-carboxylic acids with the fluorinating reagent Selectfluor gave 3-fluoropyrazolo[1,5-a]pyridine-2-carboxylic acid methyl ester and 3-fluoro-2-phenylpyrazolo[1,5-a]pyridine. Monitoring the progress of the reaction by 1H NMR spectroscopy showed the formation of an intermediate fluorinecontaining σ-complex.

Authors: Sabina V. Alieva, Aleksey Yu. Vorob'ev*

Author Biography

Алексей Ю. Воробьев, N. N. Vorozhtsov Novosibirsk Institute of Organic Chemistry, Siberian Branch of the Russian Academy of Sciences, 9 Akademika Lavrentieva Ave., Novosibirsk 630090

Заведующий лабораторией фотокатализа НИОХ СО РАН

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Published

2020-08-20

Issue

Vol. 56 No. 7 (2020): Synthesis and transformations of heterocycles under electrophilic conditions

Section

Short Communications