4.5 Article

Cinchona Alkaloid Catalyzed Enantioselective Chlorination of 3-Aryloxindoles

Journal

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
Volume 2011, Issue 16, Pages 3001-3008

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/ejoc.201100061

Keywords

Alkaloids; Chlorination; Enantioselectivity; Organocatalysis; Synthetic methods

Funding

  1. National Natural Science Foundation of China [20772030, 21072056]
  2. Fundamental Research Funds for the Central Universities
  3. Scientific Research Foundation for the Returned Overseas Chinese Scholars, State Education Ministry

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O-Benzoylquinidine is an effective organocatalyst for the asymmetric chlorination of 3-aryloxindoles by using easily available N-chlorosuccinimide (NCS) as chlorine source to give the corresponding 3-aryl-3-chlorooxindoles in excellent yields and up to 93% enantiomeric excess.

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