4.8 Article

Selenium-Iodine Cooperative Catalyst for Chlorocyclization of Tryptamine Derivatives

Journal

ORGANIC LETTERS
Volume 19, Issue 20, Pages 5525-5528

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.7b02613

Keywords

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Funding

  1. JSPS KAKENHI [15H05755, 15H06266, 17K14484]
  2. Program for Leading Graduate Schools IGER program in Green Natural Sciences
  3. Toyoaki Scholarship Foundation
  4. MEXT, Japan
  5. Grants-in-Aid for Scientific Research [17K14484, 15H06266, 15H05810] Funding Source: KAKEN

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Chlorocyclization oftryptamine derivatives has been developed with the use of a - diphenyl diselenide-iodine cooperative catalyst. Various tryptamine derivatives can be smoothly converted to the corresponding C3a-chlorohexahydropyrrolo[233-b]indoles. Additionally, we, demonstrate the formAl total syntheses of (-)-psychotriasine and- (-)-acetylardeernin by introducing nucleophiles to the C3a poSition of the products.

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