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Ag2CO3-catalyzed cycloaddition of organic azides onto terminal alkynes: A green and sustainable protocol accelerated by aqueous micelles of CPyCl

Author:
Sultana, Jasmin, Khupse, Nageshwar D., Chakrabarti, Srijita, Chattopadhyay, Pronobesh, Sarma, Diganta
Source:
Tetrahedron letters 2019 v.60 no.16 pp. 1117-1121
ISSN:
0040-4039
Subject:
alkynes, azides, cationic surfactants, cetylpyridinium chloride, chemical structure, copper, cycloaddition reactions, micelles, regioselectivity, silver, triazoles
Abstract:
Using catalytic amount of Ag2CO3 a simple, efficient and copper free green protocol has been developed to synthesize 1,4-disubstituted 1,2,3-triazoles regioselectively. Here, the cationic surfactant, cetylpyridinium chloride (CPyCl) in water provides a micellar media and accelerates the subsequent Ag(I)-catalysed azide-alkyne cycloaddition (AgAAC) reaction by increasing the concentration of reactants in the micellar pseudophase. Our method is found to be environmentally friendly from E-factor measurement. The surfactant, CPyCl is found to be nontoxic.
Agid:
6335381