Synthesis of 1,2,4-Triazol-3-imines via Selective Stepwise Cycloaddition of Nitrile Imines with Organo-cyanamides.

Pallavi SharmaShreesha V BhatM R Ranga PrabhathAndrew MolinoElisa NauhaDavid J D WilsonJohn E Moses

Published in: Organic letters (2018)

A convenient method for the synthesis of 1,2,4-triazol-3-imines through a selective, formal, 1,3-dipolar cycloaddition of organo-cyanamide ions with nitrile imine dipoles is reported. Hydrolysis of the 1,2,4-triazol-3-imines yields the corresponding 1,2,4-triazol-5-ones. A stepwise mechanism, supported by DFT calculations, is invoked to explain the reaction selectivity.

Keyphrases

density functional theory
molecular dynamics
molecular dynamics simulations
quantum dots
molecular docking
monte carlo
electron transfer