4.8 Article

Visible-Light-Promoted Cascade Alkene Trifluoromethylation and Dearomatization of Indole Derivatives via Intermolecular Charge Transfer

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ORGANIC LETTERS
卷 20, 期 14, 页码 4379-4383

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AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.8b01899

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资金

  1. National Key RAMP
  2. D Program of China [2016YFA0202900]
  3. National Basic Research Program of China [2015CB856600]
  4. NSFC [21332009]
  5. Program of Shanghai Subject Chief Scientist [16XD1404300]
  6. Shanghai Sailing Program [18YF1428900]
  7. CAS [XDB20000000, QYZDY-SSW-SLH012]

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An intramolecular dearomatization of indole derivatives has been developed via an electron donor-acceptor complex formed between indole derivatives and Umemoto's reagent. Without the requirement of any catalyst and additive, diverse trifluoromethyl-substituted spiroindolenines bearing a quaternary stereogenic center were obtained in good yields (up to 90%) merely upon the illumination of two starting materials in 1,2-dichloroethane solution at room temperature. This work provides facile access to spiroindolenines bearing a trifluoromethyl group enabled by visible light.

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