Synthesis

1, 8-Diazabicyclo [5.4. 0] undecene Mediated Transesterification of p-Nitrophenyl Phosphonates: A Novel Route to Phosphono Esters

DS Tawfik, Z Eshhar, A Bentolila, BS Green

Index: Tawfik; Eshhar; Bentolila; Green Synthesis, 1993 , # 10 p. 968 - 972

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Citation Number: 32

Abstract

DBU (1, 8-diazabicyclo [5.4. 0] undecene) was found to cfliciently mediate the transesterification of p-nitrophenyl (PNP) phosphon-ates by various alcohols. The reactions of bis-PNP phosphonates in the presence of DBU, using both primary and secondary alcohols, phenols and amines, proceed rapidly and with high yield to afford the corresponding monoalkyl/aryl mono-PNP phosphonates as sole products (1, Scheme 2). ...