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Title

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

Authors
Nicolaou, K.
Roecker, A. J.
Hughes, Robert
van Summeren, Ruben
Pfefferkorn, Jeffrey A.
Published in Bioorganic & Medicinal Chemistry. 2003, vol. 11, no. 3, p. 465-476
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.
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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. https://archive-ouverte.unige.ch/unige:24743

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Deposited on : 2012-12-19

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