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Efficient and “Green” Synthetic Route to Imidazo[1,2-a]pyridine by Cu(II)–Ascorbate-Catalyzed A(3)-Coupling in Aqueous Micellar Media
[Image: see text] An efficient and environmentally sustainable method for the synthesis of imidazo[1,2-a]pyridine derivatives by domino A(3)-coupling reaction catalyzed by Cu(II)–ascorbate was developed in aqueous micellar media in the presence of sodium dodecyl sulfate (SDS). The catalyst, a dynami...
Autores principales: | , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
American Chemical Society
2019
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Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6647986/ https://www.ncbi.nlm.nih.gov/pubmed/31459643 http://dx.doi.org/10.1021/acsomega.8b03581 |
Sumario: | [Image: see text] An efficient and environmentally sustainable method for the synthesis of imidazo[1,2-a]pyridine derivatives by domino A(3)-coupling reaction catalyzed by Cu(II)–ascorbate was developed in aqueous micellar media in the presence of sodium dodecyl sulfate (SDS). The catalyst, a dynamic combination of Cu(II)/Cu(I), was generated in situ in the reaction mixture by mixing CuSO(4) with sodium ascorbate and aided a facile 5-exo-dig cycloisomerization of alkynes with the condensation products of 2-aminopyridines and aldehydes to afford a variety of imidazo[1,2-a]pyridines in good overall yields. A simple experimental setup, water as the “green” medium, and inexpensive catalyst and auxiliary are some of the merits of this protocol. |
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