4.6 Article

Base-mediated insertion reaction of alkynes into carbon-carbon σ-bonds of ethanones: synthesis of hydroxydienone and chromone derivatives

Journal

ORGANIC & BIOMOLECULAR CHEMISTRY
Volume 15, Issue 12, Pages 2497-2500

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/c7ob00476a

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Funding

  1. National Natural Science Foundation of China [21272074]
  2. Program for Changjiang Scholars and Innovative Research Team in University (PCSIRT)

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Transition-metal free insertions of alkynes into carbon-carbon sigma-bonds of ethanones have been reported. These tandem reactions offer an efficient synthesis of hydroxydienones and multi-substituted chromones. This is the first example of base-promoted insertion reactions of isolated carbon-carbon triple bonds into carbon-carbon sigma-bonds with active methylene compounds bearing only one electron-withdrawing group.

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