A new and efficient synthesis of cis- and trans-aziridine-2-phosphonates by metal-catalyzed aziridination reaction of diisopropyl diazomethylphosphonate and substituted aryl imines is reported. By exploring the influence of different Lewis acids employed as catalysts, imine nitrogen substituents, and the solvent effects we conclude that the best results are obtained when N-d iphenylmethyl- substituted benzylimines are reacted with diisopropyl diazomethylphosphonate in methylene chloride at 0 degrees C in the presence of In(OTt)(3) as catalyst.
Indium triflate catalyzed reaction of diisopropyl diazomethylphophonate with imines as a new approach to cis- and trans-aziridine-2-phosphonates
PELLICCIARI, Roberto;GIOIELLO, ANTIMO
2007
Abstract
A new and efficient synthesis of cis- and trans-aziridine-2-phosphonates by metal-catalyzed aziridination reaction of diisopropyl diazomethylphosphonate and substituted aryl imines is reported. By exploring the influence of different Lewis acids employed as catalysts, imine nitrogen substituents, and the solvent effects we conclude that the best results are obtained when N-d iphenylmethyl- substituted benzylimines are reacted with diisopropyl diazomethylphosphonate in methylene chloride at 0 degrees C in the presence of In(OTt)(3) as catalyst.File in questo prodotto:
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