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Issue 15, 2017
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Metal-free synthesis of 2-aminonaphthalenes by intramolecular transannulation of 1-sulfonyl-4-(2-alkenylphenyl)-1,2,3-triazoles

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Abstract

A facile metal-free synthesis of naphthalenes by intramolecular transannulation of 1-sulfonyl-4-(2-alkenylphenyl)-1,2,3-triazoles was realized. The in situ formed ketenimine was proposed as the key intermediate, and the desired 2-aminonaphthalenes were generated in up to 87% yield in refluxing 1,2-dichloroethane without any catalyst or additive.

Graphical abstract: Metal-free synthesis of 2-aminonaphthalenes by intramolecular transannulation of 1-sulfonyl-4-(2-alkenylphenyl)-1,2,3-triazoles

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Publication details

The article was received on 15 Mar 2017, accepted on 18 Mar 2017 and first published on 20 Mar 2017


Article type: Communication
DOI: 10.1039/C7OB00637C
Citation: Org. Biomol. Chem., 2017,15, 3161-3164
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    Metal-free synthesis of 2-aminonaphthalenes by intramolecular transannulation of 1-sulfonyl-4-(2-alkenylphenyl)-1,2,3-triazoles

    Z. Xu, X. Yu, D. Yang and C. Li, Org. Biomol. Chem., 2017, 15, 3161
    DOI: 10.1039/C7OB00637C

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