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Angew Chem Int Ed Engl. 2012 Oct 15;51(42):10580-3. doi: 10.1002/anie.201203642. Epub 2012 Sep 13.

A polycomponent metal-catalyzed aliphatic, allylic, and benzylic fluorination.

Angewandte Chemie (International ed. in English)

Steven Bloom, Cody Ross Pitts, David Curtin Miller, Nathan Haselton, Maxwell Gargiulo Holl, Ellen Urheim, Thomas Lectka

Affiliations

  1. Department of Chemistry, Johns Hopkins University, 3400 N. Charles Street, Baltimore, MD 21218, USA.

PMID: 22976771 DOI: 10.1002/anie.201203642

Abstract

A group effort: Reported is the title reaction using a polycomponent catalytic system involving commercially available Selectfluor, a putative radical precursor N-hydroxyphthalimide, an anionic phase-transfer catalyst (KB(C(6)F(5))(4)), and a copper(I) bis(imine). The catalyst system formed leads to monofluorinated compounds selectively (see example) without the necessity for an excess of the alkane substrate.

Copyright © 2012 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

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