4.7 Article

Organic Dye-Catalyzed Intermolecular Radical Coupling of α-Bromocarbonyls with Olefins: Photocatalytic Synthesis of 1,4-Ketocarbonyls Using Air as an Oxidant

Journal

JOURNAL OF ORGANIC CHEMISTRY
Volume 85, Issue 21, Pages 13939-13950

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.joc.0c01985

Keywords

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Funding

  1. SERB, India [ECR/2016/000270]
  2. DST-INSPIRE [IFA 13-CH-90]
  3. IIT(ISM) Dhanbad
  4. DST-INSPIRE

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An organic dye-catalyzed visible light-promoted ketocarbonylation protocol of vinyl arenes has been disclosed with the help of alpha-bromocarbonyls where aerial oxygen played a role of an oxidant to install the keto-oxygen functionality. This unique process is compatible with both internal and terminal olefins and tolerates a diverse array of functional groups (ketone, ester, amide, diketones, ketoester, and malonate). This process is mild and environmentally friendly and deals with greener oxidants like oxygen, affording 1,4-ketocarbonyls as a value-added end product.

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