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Artikel ; Online: Late-stage functionalization of biologically active heterocycles through photoredox catalysis.

Dirocco, Daniel A / Dykstra, Kevin / Krska, Shane / Vachal, Petr / Conway, Donald V / Tudge, Matthew

Angewandte Chemie (International ed. in English)

2014  Band 53, Heft 19, Seite(n) 4802–4806

Abstract: The direct CH functionalization of heterocycles has become an increasingly valuable tool in modern drug discovery. However, the introduction of small alkyl groups, such as methyl, by this method has not been realized in the context of complex molecule ... ...

Abstract The direct CH functionalization of heterocycles has become an increasingly valuable tool in modern drug discovery. However, the introduction of small alkyl groups, such as methyl, by this method has not been realized in the context of complex molecule synthesis since existing methods rely on the use of strong oxidants and elevated temperatures to generate the requisite radical species. Herein, we report the use of stable organic peroxides activated by visible-light photoredox catalysis to achieve the direct methyl-, ethyl-, and cyclopropylation of a variety of biologically active heterocycles. The simple protocol, mild reaction conditions, and unique tolerability of this method make it an important tool for drug discovery.
Mesh-Begriff(e) Catalysis ; Heterocyclic Compounds/chemistry ; Oxidation-Reduction ; Photochemistry
Chemische Substanzen Heterocyclic Compounds
Sprache Englisch
Erscheinungsdatum 2014-05-05
Erscheinungsland Germany
Dokumenttyp Journal Article
ZDB-ID 2011836-3
ISSN 1521-3773 ; 1433-7851
ISSN (online) 1521-3773
ISSN 1433-7851
DOI 10.1002/anie.201402023
Datenquelle MEDical Literature Analysis and Retrieval System OnLINE

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