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
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...
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Published in | Tetrahedron Vol. 73; no. 30; pp. 4295 - 4306 |
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Main Authors | , , , , , |
Format | Journal Article |
Language | English |
Published |
OXFORD
Elsevier Ltd
27.07.2017
Elsevier |
Subjects | |
Online Access | Get full text |
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Summary: | 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.
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ISSN: | 0040-4020 1464-5416 |
DOI: | 10.1016/j.tet.2017.05.081 |