4.5 Article

Cascade trifluoromethylthiolation and cyclization of N-[(3-aryl)propioloyl]indoles

Journal

BEILSTEIN JOURNAL OF ORGANIC CHEMISTRY
Volume 16, Issue -, Pages 657-662

Publisher

BEILSTEIN-INSTITUT
DOI: 10.3762/bjoc.16.62

Keywords

cyclization; indole derivatives; oxidation; radical reaction; trifluoromethylthiolation

Funding

  1. National Natural Science Foundation of China [21991121, 21421002]
  2. Strategic Priority Research Program of the Chinese Academy of Sciences [XDB20000000]
  3. Youth Innovation Promotion Association CAS [2016234]

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A cascade oxidative trifluoromethylthiolation and cyclization of N-[(3-aryl)propioloyl]indoles with AgSCF3 is described. This protocol allows for the synthesis of novel bis(trifluoromethylthiolated) or trifluoromethylthiolated pyrrolo[1,2-a]indol-3-ones in moderate to good yields. Mechanistic investigations indicated that radical processes were probably involved in these transformations.

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