Issue 90, 2013
From the journal:

Chemical Communications

Cascade fluorofunctionalisation of 2,3-unsubstituted indoles by means of electrophilic fluorination†

Tuan Minh Nguyen,*a   Hung A. Duong,*a   Jean-Alexandre Richard,a   Charles William Johannes,a   Fu Pincheng,a   Danson Kwong Jia Yea  and  Eileen Lau Shuyinga  

* Corresponding authors

a Institute of Chemical and Engineering Sciences (ICES), Agency for Science, Technology and Research (A*STAR), 8, Biomedical Grove, Neuros, #07-01, Singapore 138665, Singapore
E-mail: nguyen_minh@ices.a-star.edu.sg, duong_hung@ices.a-star.edu.sg
Fax: +6564642102

Abstract

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.

Graphical abstract: Cascade fluorofunctionalisation of 2,3-unsubstituted indoles by means of electrophilic fluorination

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Article information

DOI
https://doi.org/10.1039/C3CC46564K
Article type
Communication
Submitted
28 Aug 2013
Accepted
24 Sep 2013
First published
25 Sep 2013

Chem. Commun., 2013,49, 10602-10604

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Cascade fluorofunctionalisation of 2,3-unsubstituted indoles by means of electrophilic fluorination

T. M. Nguyen, H. A. Duong, J. Richard, C. W. Johannes, F. Pincheng, D. Kwong Jia Ye and E. L. Shuying, Chem. Commun., 2013, 49, 10602 DOI: 10.1039/C3CC46564K

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