Catalysis of the Abramov Reaction under Conditions of Microwave Activation

R. R. Davletshin; Давлетшин Р. Р.; A. N. Sedov; Седов А. Н.; N. V. Davletshina; Давлетшина Н. В.; K. A. Ivshin; Ившин К. А.; A. P. Fedonin; Федонин А. П.; A. P. Osogostok; Осогосток А. Р.; R. A. Cherkasov; Черкасов Р. А.

doi:10.31857/S0044453723070063

Catalysis of the Abramov Reaction under Conditions of Microwave Activation

Authors: Davletshin R.R.¹, Sedov A.N.¹, Davletshina N.V.¹, Ivshin K.A.¹, Fedonin A.P.¹, Osogostok A.P.¹, Cherkasov R.A.¹
Affiliations:
1. Kazan Federal University
Issue: Vol 97, No 7 (2023)
Pages: 960-964
Section: ХИМИЧЕСКАЯ КИНЕТИКА И КАТАЛИЗ
Submitted: 15.10.2023
Published: 01.07.2023
URL: https://journals.rcsi.science/0044-4537/article/view/136619
DOI: https://doi.org/10.31857/S0044453723070063
EDN: https://elibrary.ru/SKJDND
ID: 136619

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Abstract
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Abstract

Two series of α-hydroxyphosphonate synthesis according to the Abramov reaction are conducted under conditions of microwave activation. Acidic and basic catalysts are used along with 4-bromobenzaldehyde and 3-methoxy-4-hydroxybenzaldehyde. O,O-Diethylphosphite is used as a phosphorylating agent. The conversion of the reaction products is monitored via NMR spectroscopy. The optimum conditions for the synthesis of α-hydroxyphosphonates are selected. The crystal structure of reaction product O,O‑diethyl((4-bromophenyl(hydroxy)methyl)phosphonate 2, which crystallizes in the space group P21/n and is stabilized by multiple C–H⋅⋅⋅O and C–H⋅⋅⋅π interactions, is described for the first time.

Keywords

catalysis, Abramov reaction, microwave activation, X-ray diffraction analysis, α-hydroxyphosphonates

References

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