Acylphosphonates: phosphorus-carbon bond cleavage of dialkyl acylphosphonates by means of amines. Substituent and solvent effects for acylation of amines

M Sekine, M Satoh, H Yamagata…

Index: Sekine, Mitsuo; Satoh, Masaki; Yamagata, Hikaru; Hata, Tsujiaki Journal of Organic Chemistry, 1980 , vol. 45, p. 4162 - 4167

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Citation Number: 59

Abstract

Studies 3n the benzoylation of amines of dialkyl benzoylphosphonates (1A-F) were described in detail. Stoichiometric reactions of diethyl benzoylphosphonate (1B) with a variety of amines (2a-i) gave amides as the main products along with diethyl phosphonate (4B) and a-(phosphory1oxy) benzyl phosphonate (5B). The yields of amides increased with the ratio of lB/% ai. The use of hindered dialkyl benzoylphosphonates resulted in high ...