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RESEARCH ARTICLE
Contents Vol 64(4)

Fluoroazaindolines by an Uncommon Radical ipso-Substitution of a C-F Bond

Yann Laot A , Laurent Petit A , Ngoc Diem My Tran A and Samir Z. Zard A B
+ Author Affiliations
- Author Affiliations

A Laboratoire de Synthèse Organique, UMR 7652 CNRS/Ecole Polytechnique, 91128 Palaiseau, France.

B Corresponding author. Email: zard@poly.polytechnique.fr

Australian Journal of Chemistry 64(4) 416-425 https://doi.org/10.1071/CH10422
Submitted: 22 November 2010  Accepted: 27 January 2011   Published: 18 April 2011

Abstract

Trifluoroazaindoline derivatives are prepared using the first synthetically useful radical ipso-substitution of a fluorine atom. The initial procedure has been improved to allow the gram scale synthesis of these building blocks, which can be regioselectively substituted by nucleophiles under mild conditions to rapidly access a library of new molecules. Oxidation to the corresponding fluoroazaindole core has also been accomplished.


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