Functionalization of 4-Iodophenyl-O,O-diethylphosphonate via the Sonogashira Cross-Coupling Reaction as a Route to New Primary Phosphines and 1,5-Diaza-3,7-diphosphacyclooctanes

The synthesis of 4-(2′-phenylethyn-1′-yl)-O,O-diethylphosphonate, 4-(2′-phenylethyn-1′-yl)phosphine, and the corresponding 1,5-diaza-3,7-diphosphacyclooctane was presented. The reaction products were characterized by NMR spectroscopy. The conducted studies showed that 4-iodophenylphosphonate is a convenient reagent that undergoes functionalization via C–C cross-coupling reactions, enabling the synthesis of a wide range of functionalized phosphonates, phosphines, and their derivatives.

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Publication Details

Journal
Russian Journal of General Chemistry
Published
2026-03-14
DOI
https://doi.org/10.1134/s1070363225607082
Primary Topic
Organophosphorus compounds synthesis
Type
article
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article

Functionalization of 4-Iodophenyl-O,O-diethylphosphonate via the Sonogashira Cross-Coupling Reaction as a Route to New Primary Phosphines and 1,5-Diaza-3,7-diphosphacyclooctanes

Igor D. Strelnik, Alexey V. Kurenkov, Irina R. Dayanova, Kamil D. Akhmadgaleev et al.
Russian Journal of General Chemistry
Organophosphorus compounds synthesis
article

Functionalization of 4-Iodophenyl-O,O-diethylphosphonate via the Sonogashira Cross-Coupling Reaction as a Route to New Primary Phosphines and 1,5-Diaza-3,7-diphosphacyclooctanes

Igor D. Strelnik, Alexey V. Kurenkov, Irina R. Dayanova, Kamil D. Akhmadgaleev, Roman Mikhailovich Kuzmin, Andrey A. Karasik, Elvira I. Musina
article en

Abstract

The synthesis of 4-(2′-phenylethyn-1′-yl)-O,O-diethylphosphonate, 4-(2′-phenylethyn-1′-yl)phosphine, and the corresponding 1,5-diaza-3,7-diphosphacyclooctane was presented. The reaction products were characterized by NMR spectroscopy. The conducted studies showed that 4-iodophenylphosphonate is a convenient reagent that undergoes functionalization via C–C cross-coupling reactions, enabling the synthesis of a wide range of functionalized phosphonates, phosphines, and their derivatives.

Russian Journal of General ChemistryVol. 96(4)
A.E. Arbuzov Institute of Organic and Physical Chemistry (RU)
Openalex Percentile: Top 21%
Organophosphorus compounds synthesis
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