4.8 Article

Divergent Synthesis of Fused Tricyclic Compounds via a Tandem Reaction from Alkynyl-cyclohexadienones and Diazoesters

Journal

ORGANIC LETTERS
Volume 19, Issue 23, Pages 6440-6443

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.7b03356

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Funding

  1. National Natural Science Foundation of China [21572024]
  2. Natural Science Foundation of Jiangsu Province [BK20151184]
  3. Jiangsu Key Laboratory of Advanced Catalytic Materials Technology [BM2012110]
  4. Advanced Catalysis & Green Manufacturing Collaborative Innovation Center

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A distinct one-pot protocol toward several types of fused tricyclic scaffolds has been developed, by employing diazoesters and alkynyl-cyclohexadienones as starting materials, enabling rapid construction of diverse tricyclic compounds with multiple bonds formation in an operationally simple procedure. Typically, this controlled tandem sequence showcases the in situ formation of tetrasubstituted allenoates, an unprecedented anion triggered annulation, and oxidative aromatization.

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