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Abstract <p>2-Acylethynylpyrroles cyclize with hydrazines (hydrazine hydrate and phenylhydrazine, EtOH, 40°C, 0.5 h) to form pyrrolylpyrazoles in 63–95% yield. Unlike acylethynylpyrroles, 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%).</p>

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Interaction of Acylethynyl Pyrroles and Pyrrolyl Propynoates with Hydrazines: Synthesis of Pyrrolylethynyl Hydrazides and Pyrrol–Pyrazole Ensembles

  • 期刊论文

  • 发表日期：

    2025年6月1日

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  • M. D. Gotsko,
  • I. V. Saliy,
  • D. N. Tomilin,
  • Yu. A. Ogloblina,
  • I. A. Ushakov

摘要

Abstract

2-Acylethynylpyrroles cyclize with hydrazines (hydrazine hydrate and phenylhydrazine, EtOH, 40°C, 0.5 h) to form pyrrolylpyrazoles in 63–95% yield. Unlike acylethynylpyrroles, 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%).