4.8 Article

Combining Photoredox-Catalyzed Trifluoromethylation and Oxidation with DMSO: Facile Synthesis of α-Trifluoromethylated Ketones from Aromatic Alkenes

期刊

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
卷 53, 期 28, 页码 7144-7148

出版社

WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201403590

关键词

carbocations; fluorine; homogeneous catalysis; oxidation; photochemistry

资金

  1. Ministry of Education, Culture, Sports, Science of the Japanese Government [23750174]
  2. Naito Foundation
  3. Grants-in-Aid for Scientific Research [23750174, 14J10059, 26288045] Funding Source: KAKEN

向作者/读者索取更多资源

Trifluoromethylated ketones are useful building blocks for organic compounds with a trifluoromethyl group. A new and facile synthesis of ketones with a trifluoromethyl substituent in the alpha-position proceeds through a one-pot photoredox-catalyzed trifluoromethylation-oxidation sequence of aromatic alkenes. Dimethyl sulfoxide (DMSO) serves as a key and mild oxidant under these photocatalytic conditions. Furthermore, an iridium photocatalyst, fac[Ir(ppy)(3)] (ppy= 2-phenylpyridine), turned out to be crucial for the present photoredox process.

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