N-CYANOIMIDO-PHOSPHONYL/S-METHYL THIOCARBONATES: FACILE, USEFUL REAGENTS FOR THE SYNTHESES OF HETEROCYCLIC PHOSPHONATES

Abstract

N-Cyanoimido-(O,O-dialkyl) phosphonyl/S-methyl thiocarbonates 2 were synthesized as facile, useful synthons for preparation of 1,3,5-triazine-, 1,2,4-triazole-, and 1,2,4-oxadiazole-phosphonates through cyclization reaction with various binucleophilic reagents. In addition, when 2a was treated with o-phenylenediamine, benzimidazole-2-yl phosphonate was obtained through addition–elimination reaction.

ACKNOWLEDGMENT

The project was financially supported by the National Natural Science of Foundation of China (No. 29772020). Ms. Linhong Weng carried out x-ray diffraction analyses.