4.7 Article

Synthesis of Carbolines by Photostimulated Cyclization of Anilinohalopyridines

Journal

JOURNAL OF ORGANIC CHEMISTRY
Volume 76, Issue 15, Pages 6421-6425

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/jo200923n

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Funding

  1. Harvard NeuroDiscovery Center
  2. Consejo Nacional de Investigaciones, Cientificas y Tecnicas, FONCYT
  3. SECYT, Universidad Nacional de Cordoba

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A general synthetic route to prepare all four carboline regioisomers by photo stimulated cyclization of anilinohalopyridines is described. The methodology affords various substituted carbolines in good to excellent yields. In the case of alpha-carbolines, the S(RN)1 methodology complements previously reported palladium-catalyzed cyclization approaches.

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