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.

A ‘click’ approach to the synthesis of 3-(1-alkyltriazolyl)ethyl indoles

PETRINI, Marino;SHAIKH, RAFIK RAJJAK
2009-01-01

Abstract

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.
2009
File in questo prodotto:
File Dimensione Formato  
S2009,3143.pdf

solo gestori di archivio

Tipologia: Documento in Post-print
Licenza: DRM non definito
Dimensione 164.61 kB
Formato Adobe PDF
164.61 kB Adobe PDF   Visualizza/Apri   Richiedi una copia

I documenti in IRIS sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.

Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/11581/102678
Citazioni
  • ???jsp.display-item.citation.pmc??? ND
  • Scopus 15
  • ???jsp.display-item.citation.isi??? 14
social impact