Abstract
We report herein a straightforward and efficient route to prepare 1H-1,2,3-triazoles-linked to 2,3- dihydronaphtho[1,2-b]furan-4,5-dione in C-2 in a one-step reaction from readily available starting materials. We performed a one-step procedure from iodocyclization of 3-allyl-lawsone followed by a nucleophilic substitution reaction of the iodized product, and finally the Huisgen 1,3-dipolar cycloaddition reaction catalyzed by Cu(I) provide 1H-1,2,3-triazol-1-ylmethyl-2,3-dihydronaphtho[1,2-b]furan-4,5-diones.
Keywords: Quinones, nor-Lapachones, 1, 2, 3-triazoles, one-pot reactions.
Graphical Abstract
Current Organic Synthesis
Title:One-Step Synthesis of 1H-1,2,3-Triazol-1-Ylmethyl-2,3-Dihydronaphtho[1,2-b]furan- 4,5-Diones
Volume: 12 Issue: 5
Author(s): Ingrid C. Chipoline, Vitor F. Ferreira and Fernando de C. da Silva
Affiliation:
Keywords: Quinones, nor-Lapachones, 1, 2, 3-triazoles, one-pot reactions.
Abstract: We report herein a straightforward and efficient route to prepare 1H-1,2,3-triazoles-linked to 2,3- dihydronaphtho[1,2-b]furan-4,5-dione in C-2 in a one-step reaction from readily available starting materials. We performed a one-step procedure from iodocyclization of 3-allyl-lawsone followed by a nucleophilic substitution reaction of the iodized product, and finally the Huisgen 1,3-dipolar cycloaddition reaction catalyzed by Cu(I) provide 1H-1,2,3-triazol-1-ylmethyl-2,3-dihydronaphtho[1,2-b]furan-4,5-diones.
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Cite this article as:
Chipoline C. Ingrid, Ferreira F. Vitor and C. da Silva de Fernando, One-Step Synthesis of 1H-1,2,3-Triazol-1-Ylmethyl-2,3-Dihydronaphtho[1,2-b]furan- 4,5-Diones, Current Organic Synthesis 2015; 12 (5) . https://dx.doi.org/10.2174/157017941205150821125159
DOI https://dx.doi.org/10.2174/157017941205150821125159 |
Print ISSN 1570-1794 |
Publisher Name Bentham Science Publisher |
Online ISSN 1875-6271 |
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