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Scientific article
English

Novel strategies for the solid phase synthesis of substituted indolines and indoles

Published inBioorganic & medicinal chemistry, vol. 11, no. 3, p. 465-476
Publication date2003
Abstract

Using a polymer-bound selenenyl bromide resin, o-allyl and o-prenyl anilines were cycloaded to afford a series of solid-supported indoline and indole scaffolds. These scaffolds were then functionalized and cleaved via four distinct methods, namely traceless reduction, radical cyclization, radical rearrangement, and oxidative elimination, to afford 2-methyl indolines, polycyclic indolines, 2-methyl indoles, and 2-propenyl indolines, respectively. A number of small combinatorial libraries of compounds reminiscent of certain designed ligands of biological interest were constructed demonstrating the potential utility of the developed methodology to chemical biology studies and the drug discovery process.

Affiliation Not a UNIGE publication
Citation (ISO format)
NICOLAOU, K. et al. Novel strategies for the solid phase synthesis of substituted indolines and indoles. In: Bioorganic & medicinal chemistry, 2003, vol. 11, n° 3, p. 465–476. doi: 10.1016/S0968-0896(02)00386-3
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ISSN of the journal0968-0896
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