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RAS Chemistry & Material ScienceЖурнал органической химии Russian Journal of Organic Chemistry

  • ISSN (Print) 0514-7492
  • ISSN (Online) 3034-6304

Interaction of Acelythynyl Pyrroles and Pyrrolyl Propynoates with Hydrazines: Synthesis of Pyrrolylethynyl Hydrazides and Pyrrol-Pyrazole Ensembles

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PII
S3034630425070189-1
DOI
10.7868/S3034630425070189
Publication type
Article
Status
Published
Authors
M. D. Gotsko
  • Affiliation: A.E. Favorsky Irkutsk Institute of Chemistry of the Siberian Branch of the Russian Academy of Sciences
I. V. Saliy
  • Affiliation: A.E. Favorsky Irkutsk Institute of Chemistry of the Siberian Branch of the Russian Academy of Sciences
D. N. Tomilin
  • Affiliation: A.E. Favorsky Irkutsk Institute of Chemistry of the Siberian Branch of the Russian Academy of Sciences
Yu. A. Ogloblina
  • Affiliation: A.E. Favorsky Irkutsk Institute of Chemistry of the Siberian Branch of the Russian Academy of Sciences
I. A. Ushakov
  • Affiliation: A.E. Favorsky Irkutsk Institute of Chemistry of the Siberian Branch of the Russian Academy of Sciences
Volume/ Edition
Volume 61 / Issue number 7
Pages
969-982
Abstract
2-Acelythynylpyrroles cyclize with hydrazines (hydrazine hydrate and phenylhydrazine, EtOH, 40°C, 0.5 h) to form pyrrolylpyrazoles in 63-95% yield. Unlike acelythynylpyrroles, pyrrolylpropynoates react with hydrazine hydrate and phenylhydrazine differently: interaction with hydrazine hydrate at a low temperature (EtOH, 0°C, 1 h) leads to the selective formation of pyrrolylethynylhydrazides (yield 90-97%), whereas under reflux (EtOH, 1 h) in reactions with hydrazine and phenylhydrazine pyrrolylpyrazolones or pyrrolylpyrazolones are formed (yield 88-97%).
Keywords
ацилэтинилпирролы пирролилпропиноаты гидразин гидрат фенилгидразин пирролилпиразолы пирролилэтинилгидразиды
Date of publication
01.07.2025
Year of publication
2025
Number of purchasers
0
Views
24

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