Synthesis 2018; 50(17): 3379-3386
DOI: 10.1055/s-0036-1591988
special topic
© Georg Thieme Verlag Stuttgart · New York

Visible-Light-Mediated Synthesis of Oxidized Amides via Organic Photoredox Catalysis

Yuliu Du
Department of Chemistry, University at Albany, State University of New York, 1400 Washington Avenue, Albany, NY 12222, USA   eMail: twang3@albany.edu
,
Zheng Wei
Department of Chemistry, University at Albany, State University of New York, 1400 Washington Avenue, Albany, NY 12222, USA   eMail: twang3@albany.edu
,
Ting Wang  *
Department of Chemistry, University at Albany, State University of New York, 1400 Washington Avenue, Albany, NY 12222, USA   eMail: twang3@albany.edu
› Institutsangaben
T.W. is grateful to the University at Albany, State University of New York, for financial support. Z.W. thanks National Science Foundation for financial support (CHE-1337594).
Weitere Informationen

Publikationsverlauf

Received: 01. März 2018

Accepted after revision: 21. März 2018

Publikationsdatum:
24. April 2018 (online)


Published as part of the Special Topic Photoredox Methods and their Strategic Applications in Synthesis

Abstract

The development of visible-light-mediated synthesis of oxidized amides is reported. The reaction shows a broad substrate scope and highlights a mild nature of the reaction conditions. A range of functional groups are well tolerated in the reaction. Relying on the strategy, a variety of α-alkoxy amino acids are synthesized.

Supporting Information

 
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  • 17 The 5-methoxy-2,4-dimethyloxazole (1a) was synthesized from commercially available N-acetyl-l-alanine methyl ester via a cyclodehydration procedure (Scheme 5). For references related to the syntheses of oxazole substrates, see the Supporting Information.
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