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Deaminative Strategy for the Visible-Light-Mediated Generation of Alkyl Radicals

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JournalAngewandte Chemie - International Edition
DateAccepted/In press - 21 Jul 2017
DateE-pub ahead of print - 29 Aug 2017
DatePublished (current) - 20 Sep 2017
Issue number40
Volume56
Number of pages4
Pages (from-to)12336-12339
Early online date29/08/17
Original languageEnglish

Abstract

A deaminative strategy for the visible-light-mediated generation of alkyl radicals from redox-activated primary amine precursors is described. Abundant and inexpensive primary amine feedstocks, including amino acids, were converted in a single step into redox-active pyridinium salts and subsequently into alkyl radicals by reaction with an excited-state photocatalyst. The broad synthetic potential of this protocol was demonstrated by the alkylation of a number of heteroarenes under mild conditions.

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© 2017 Wiley‐VCH Verlag GmbH & Co. KGaA, Weinheim. This is an author-produced version of the published paper. Uploaded in accordance with the publisher’s self-archiving policy. Further copying may not be permitted; contact the publisher for details.

    Research areas

  • alkyl radicals, amino acids, deamination, photoredox catalysis, redox chemistry

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