4.8 Article

Indium-Catalyzed [1+n] Annulation Reaction between β-Ketoester and α,ω-Diyne

Journal

ORGANIC LETTERS
Volume 11, Issue 8, Pages 1845-1847

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ol9003542

Keywords

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Funding

  1. MEXT/JSPS [18105004]
  2. Global COE Program for Chemistry Innovation
  3. Grants-in-Aid for Scientific Research [18105004] Funding Source: KAKEN

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A catalytic amount of In(NTf(2))(3) effects the inter- and intramolecular addition of a beta-ketoester to an alpha,omega-diyne to produce a 1,3-dimethylenecycloalkane derivative in a single step. This [1 + n] annulation reaction shows good functional group tolerance and allows the synthesis of five-to seven-membered carbo- and heterocyclic as well as spirocyclic structures in moderate to excellent yields.

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