The Phosphorylation of Organic Compounds By Phosphoric Anhydride. Part 2, Phosphorylated Azoles

Reactions of phosphoric anhydride with acyclic amides. Synthesis of amidines and imides

“…Phosphoric anhydride (P 4 O 10 ) is a convenient and widely used reagent for the phosphorylation of alcohols and phenols [1] and can also be used to phosphorylate other nucleophilic compounds such as amines [2]. Amides are biphilic in that both O and N phosphorylation is possible.…”

Interaction Between Phosphoric Anhydride and Organic Compounds with Prototropic Properties

“…However, no intramolecular dehydration occurs 9 as observed in the reaction of N-acyl and NPO(OH)21 PO2HQPO(OH)2Benzoylhydrazine reacts with P4OJ0 with phosphorylation of the terminal nitrogen. This is followed by a reversible rearrangement (1-4 shift) to give a mixture of O 2. The reaction of P4O10 and esters of monosubstituted acetic acid leads to the elimination of alcohol and gives monosubstituted ketenes that trimerise spontaneousely to give polysubstituted benzenes -Ar,CN, NO2; Z = H,PO(0H) 2> PO(OH)OPO(OH)2…”