Cascade fluorofunctionalisation of 2,3-unsubstituted indoles by means of electrophilic fluorinationElectronic supplementary information (ESI) available: Full experimental procedures, compound characterisation and copies of NMR spectra. See DOI: 10.1039/c3cc46564k

Cascade fluorofunctionalisation of 2,3-unsubstituted indoles featuring the formation of C-C, C-F and C-O bonds via electrophilic fluorination using N -fluorobenzenesulfonimide is described. The use of an O -nucleophile tethered to the nitrogen of indoles enables the synthesis of polycyclic fluorinat...

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Main Authors: Nguyen, Tuan Minh, Duong, Hung A, Richard, Jean-Alexandre, Johannes, Charles William, Pincheng, Fu, Kwong Jia Ye, Danson, Shuying, Eileen Lau
Format: Article
Language:English
Online Access:Get full text
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Summary:Cascade fluorofunctionalisation of 2,3-unsubstituted indoles featuring the formation of C-C, C-F and C-O bonds via electrophilic fluorination using N -fluorobenzenesulfonimide is described. The use of an O -nucleophile tethered to the nitrogen of indoles enables the synthesis of polycyclic fluorinated indoline derivatives from simple precursors in 40-63% yields. Cascade fluorofunctionalisation of indoles possessing a pendant O -nucleophile via electrophilic fluorination is described.
ISSN:1359-7345
1364-548X
DOI:10.1039/c3cc46564k