Indium triflate catalyzed reaction of diisopropyl diazomethylphosphonate with imines as a new approach to cis- and trans-aziridine-2-phosphonates
| Autor: | Laura Amori, Roberto Pellicciari, Antimo Gioiello, N. N. Kuznetsova, Simon Zlotsky |
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| Rok vydání: | 2007 |
| Předmět: |
Aryl
Organic Chemistry Imine diisopropyl diazomethylphosphonate General Medicine indium Aziridine Biochemistry Medicinal chemistry aziridine-2-phosphonate imines Catalysis chemistry.chemical_compound chemistry Drug Discovery Organic chemistry Lewis acids and bases Solvent effects Methylene Cis–trans isomerism |
| Zdroj: | Tetrahedron Letters. 48:4911-4914 |
| ISSN: | 0040-4039 |
| DOI: | 10.1016/j.tetlet.2007.05.042 |
| Popis: | 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 -diphenylmethyl-substituted benzylimines are reacted with diisopropyl diazomethylphosphonate in methylene chloride at 0 °C in the presence of In(OTf) 3 as catalyst. |
| Databáze: | OpenAIRE |
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