Journal
SYNTHESIS-STUTTGART
Volume -, Issue 18, Pages 3143-3149Publisher
GEORG THIEME VERLAG KG
DOI: 10.1055/s-0029-1216901
Keywords
alkynes; cycloadditions; heterocycles; indoles; nucleophilic additions
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Funding
- University of Camerino
- MIUR (National Project 'Sintesi organiche ecosostenibili mediate da nuovi sisterni catalitici')
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Copper-catalyzed cycloaddition of N-(tert-butoxycarbonyl)-3-(1-tosyl-3-butynyl)-1H-indole with various azides readily provides the corresponding (triazolylethyl)indoles. These derivatives can be regarded as indole-3-propionic acid mimics because of the electronic features of the triazole ring that are closely related to the amido group. The obtained (indolylethyl)triazoles can be further functionalized exploiting an elimination-addition reaction involving the tosyl group.
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