Chapter 6 - Reactivity of P–H Group of H-Phosphonic Acid and Its Derivatives

Abstract

Methods for preparation of H-phosphonic acid and its diesters are described. The following reactions of H-phosphonic acid and its diesters are included in this chapter: Oxidation, reduction, addition to carbon–carbon multiple bonds and Schiff bases, Abramov reaction, Atherton–Todd reaction, Kabachnik–Fields reaction, cross-coupling reaction, cross-dehydrogenative reaction. Mechanisms of the abovementioned reaction are discussed. The potential of the cross-coupling and cross-dehydrogenative reactions of P–H group of diesters of H-phosphonic acid for the synthesis of organophosphorus compounds such as arylphosphonates, α-aminophosphonates, P-stereogenic nucleosides is discussed in detail. The application of the electrochemical methods for the construction of C–P bond using palladium catalysts is included in this chapter. Cross-coupling and dehydrogenative coupling reactions in the future will be key motif for scientists working in the field of phosphorus chemistry. Cross-coupling and dehydrogenative coupling reactions will open new chemical routes for polymer modification and for preparation of new materials.