Journal
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume 56, Issue 40, Pages 12336-12339Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201706896
Keywords
alkyl radicals; amino acids; deamination; photoredox catalysis; redox chemistry
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Funding
- Alexander von Humboldt Foundation
- Fonds der Chemischen Industrie
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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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