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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 31, 2001 - Issue 24
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Original Articles

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

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Pages 3817-3827 | Received 11 Nov 2000, Published online: 09 Nov 2006
 

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.

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