4.8 Article

Pd(II)-Catalyzed One-Step Construction of Cycloalkane-Fused Indoles and Its Application in Formal Synthesis of (±)-Aspidospermidine

Journal

ORGANIC LETTERS
Volume 16, Issue 7, Pages 2058-2061

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ol500662f

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Funding

  1. National Basic Research Program of China [2011CB808706]
  2. National Natural Science Foundation of China [21232006, 21272249]
  3. Chinese Academy of Sciences

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A highly efficient, redox-free Pd(II)-catalyzed tandem cyclization reaction initiated by intramolecular amino-palladation of alkynes followed by nucleophilic addition to nitrites is developed. This method provides a versatile approach for the synthesis of six- to eight-membered ring-fused indoles in one step and has also shown advantages in the formal synthesis of (+/-)-aspidospermidine.

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