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.
1,3-dipolar cycloaddition reactions; triazolam; azide
Settore CHIM/06 - Chimica Organica
2013
Article (author)
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/2434/224088
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