DOI: 10.3390/reactions7030049 ISSN: 2624-781X
Regioselective Synthesis of 1,4-Disubstituted-1,2,3-triazole Hybrids Containing Isatin and 1,4-Dihydropyridines Mediated by Ionic Liquid/Water/Cu(I) System
Loredana Maiuolo, Paola Costanzo, Antonio Jiritano, Federica Meringolo, Giulia Fiorani, Vincenzo Algieri, Antonio De NinoIn the present work, we report the sustainable regioselective synthesis of a novel series of 1,2,3-triazole-based hybrid molecules containing isatins and 1,4-dihydropyridines by Copper(I)-catalyzed Azide-Alkyne 1,3-dipolar Cycloaddition (CuAAC). Our synthetic strategy provides mild reaction conditions, high reaction yields, a simple recovery procedure, and a reusable catalytic system based on an environmentally benign solvent mixture of ionic liquid/water. The latter was recovered together with the Cu(I) catalyst generated in situ and Na-ascorbate and reused up to six times, maintaining high efficacy in terms of regioselectivity and reaction yields. Finally, a mechanism of the reaction was proposed, involving the key role of IL.