4.8 Article

Photoredox Catalysis Enables Decarboxylative Cyclization with Hypervalent Iodine(III) Reagents: Access to 2,5-Disubstituted 1,3,4-Oxadiazoles

Journal

ORGANIC LETTERS
Volume 22, Issue 24, Pages 9621-9626

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.0c03663

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Funding

  1. National Natural Science Foundation of China [21402013]
  2. Jiangsu Key Laboratory of Advanced Catalytic Materials and Technology [BM2012110]
  3. Advanced Catalysis and Green Manufacturing Collaborative Innovation Center in Changzhou University

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A novel approach to 2,5-disubstituted 1,3,4-oxadiazoles derivatives via a decarboxylative cyclization reaction by photoredox catalysis between commercially available a-oxocarboxylic acids and hypervalent iodine(III) reagent is described. This powerful transformation involves the coupling reaction between two different kinds of radical species and the formation of C-N and C-O bonds.

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