The sequential Sonogashira coupling/intramolecular azide cyclo- addition (Huisgen cycloaddition) protocol was performed onto N-(2-iodo- phenyl)-2-azidoacetamide as the acyclic precursor giving tricyclic 1,2,3-triazolo- [5,1-d][1,4]benzodiazepine-2-ones. These target products were thus obtained through a three-step synthesis in variable yields depending upon the substituent placed onto the acetylenic counterpart. The influence of catalyst concentration, reaction temperature and reaction medium upon cycloadduct yields were also studied.
Three-step synthesis of triazolobenzodiazepinones via Sonogashira/Huisgen protocol / G. Molteni. - In: HETEROCYCLES. - ISSN 0385-5414. - 87:8(2013), pp. 1765-1773. [10.3987/COM-13-12752]
Three-step synthesis of triazolobenzodiazepinones via Sonogashira/Huisgen protocol
G. Molteni
2013
Abstract
The sequential Sonogashira coupling/intramolecular azide cyclo- addition (Huisgen cycloaddition) protocol was performed onto N-(2-iodo- phenyl)-2-azidoacetamide as the acyclic precursor giving tricyclic 1,2,3-triazolo- [5,1-d][1,4]benzodiazepine-2-ones. These target products were thus obtained through a three-step synthesis in variable yields depending upon the substituent placed onto the acetylenic counterpart. The influence of catalyst concentration, reaction temperature and reaction medium upon cycloadduct yields were also studied.File | Dimensione | Formato | |
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