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

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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%).

About the authors

M. D. Gotsko

A.E. Favorsky Irkutsk Institute of Chemistry of the Siberian Branch of the Russian Academy of Sciences

Email: gotsko@irioch.irk.ru
ORCID iD: 0000-0001-9136-5854
Irkutsk, Russia

I. V. Saliy

A.E. Favorsky Irkutsk Institute of Chemistry of the Siberian Branch of the Russian Academy of Sciences

ORCID iD: 0000-0002-7303-8443
Irkutsk, Russia

D. N. Tomilin

A.E. Favorsky Irkutsk Institute of Chemistry of the Siberian Branch of the Russian Academy of Sciences

ORCID iD: 0000-0001-8877-5799
Irkutsk, Russia

Yu. A. Ogloblina

A.E. Favorsky Irkutsk Institute of Chemistry of the Siberian Branch of the Russian Academy of Sciences

ORCID iD: 0009-0002-1858-5273
Irkutsk, Russia

I. A. Ushakov

A.E. Favorsky Irkutsk Institute of Chemistry of the Siberian Branch of the Russian Academy of Sciences

ORCID iD: 0000-0003-0176-1699
Irkutsk, Russia

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