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

…, R van Summeren, JA Pfefferkorn, N Winssinger

Index: Nicolaou; Roecker; Hughes, Robert; Van Summeren, Ruben; Pfefferkorn, Jeffrey A.; Winssinger, Nicolas Bioorganic and Medicinal Chemistry, 2003 , vol. 11, # 3 p. 465 - 476

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Citation Number: 47

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 ...