Radical-Mediated Dearomatization of Indoles with Sulfinate Reagents for the Synthesis of Fluorinated Spirocyclic Indolines.

Org Lett

Institut de Chimie Moléculaire et des Matériaux d'Orsay (ICMMO), Equipe Méthodologie, Synthèse et Molécules Thérapeutiques, Univ. Paris Sud, CNRS, Université Paris-Saclay, 15, rue Georges Clemenceau, 91405 Orsay, Cedex, France.

Published: December 2017

The dearomative introduction of trifluoromethyl and 1,1-difluoroethyl radicals, generated from their corresponding sulfinate salts, into the C2 position of indole derivatives allows the diastereoselective synthesis of three-dimensional 3,3-spirocyclic indolines over C-H functionalized indoles.

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http://dx.doi.org/10.1021/acs.orglett.7b03155DOI Listing

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