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β-CD/CuI catalyzed regioselective synthesis of iodo substituted 1,2,3-triazoles, imidazo[1,2-a]-pyridines and benzoimidazo[2,1-b]thiazoles in water and their functionalization.

Authors :
Dheer, Divya
Rawal, Ravindra K.
Singh, Virender
Sangwan, P.L.
Das, Parthasarathi
Shankar, Ravi
Source :
Tetrahedron. Jul2017, Vol. 73 Issue 30, p4295-4306. 12p.
Publication Year :
2017

Abstract

An environment benign process has been developed for the regioselective synthesis of 5-iodo-1,4-disubstituted-1,2,3-triazoles catalyzed by CuI/β-CD in water. Moreover, the process was manifested for the efficient synthesis of 2-iodo-imidazo[1,2- a ]pyridines and 2-iodo-benzoimidazo[2,1- b ]thiazoles in aqueous medium. Additionally, the iodinated derivatives were successfully modified via palladium catalyzed coupling reactions. The salient features of this methodology are in-situ formation of 1-iodoalkyne & alkyl/aryl azide under mild reaction conditions, high regio-selectivity and use of water as a greener solvent. [ABSTRACT FROM AUTHOR]

Details

Language :
English
ISSN :
00404020
Volume :
73
Issue :
30
Database :
Academic Search Index
Journal :
Tetrahedron
Publication Type :
Academic Journal
Accession number :
123830533
Full Text :
https://doi.org/10.1016/j.tet.2017.05.081