Study of the Features of Interaction of Semicarbazide With Dialkylchloroethynyl Phosphonates

ABSTRACT The reaction of semicarbazide with dialkyl chloroethynyl phosphonates proceeds with exclusive chemo‐ and regioselectivity to afford phosphonylated 1,3,4‐oxadiazoles, as unambiguously confirmed by x‐ray crystallography. Quantum chemical calculations were performed to rationalize the observed selectivity and elucidate the reaction mechanism.

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Journal
ChemistrySelect
Published
2026-11-01
DOI
https://doi.org/10.1002/slct.75043
Primary Topic
Organophosphorus compounds synthesis
Type
article
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article

Study of the Features of Interaction of Semicarbazide With Dialkylchloroethynyl Phosphonates

A. V. Egorova, Ekaterina Chernova, D. M. Egorov, Timur Rustemovich Gimadiev et al.
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ChemistrySelect
Organophosphorus compounds synthesis
article

Study of the Features of Interaction of Semicarbazide With Dialkylchloroethynyl Phosphonates

A. V. Egorova, Ekaterina Chernova, D. M. Egorov, Timur Rustemovich Gimadiev, Nikita Serov, Elizaveta A. Gerasimova
article en

Abstract

ABSTRACT The reaction of semicarbazide with dialkyl chloroethynyl phosphonates proceeds with exclusive chemo‐ and regioselectivity to afford phosphonylated 1,3,4‐oxadiazoles, as unambiguously confirmed by x‐ray crystallography. Quantum chemical calculations were performed to rationalize the observed selectivity and elucidate the reaction mechanism.

ChemistrySelectVol. 11(41)
Russian Academy of Sciences (RU), Kazan Federal University (RU), Kazan Scientific Center (RU), St. Petersburg Research Center of the Russian Academy of Sciences (RU), St. Petersburg State Technological Institute (RU)
Openalex Percentile: Top 26%
Organophosphorus compounds synthesis
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