4.7 Article

Double carboxylation of o-alkynyl acetophenone with carbon dioxide

Journal

ORGANIC CHEMISTRY FRONTIERS
Volume 3, Issue 2, Pages 217-221

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/c5qo00374a

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Funding

  1. National Natural Science Foundation of China [21172026]
  2. Fundamental Research Funds for the Central Universities [DUT15LAB21]
  3. Program for Changjiang Scholars and Innovative Research Team in University [IRT13008]
  4. Ministry of Education, People's Republic of China [T2011056]

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A copper-catalyzed double carboxylation of o-alkynyl acetophenone using carbon dioxide to afford 1(3H)-isobenzofuranylidene dicarboxylic esters in good yields is described. The reaction proceeds via a carboxylation/intramolecular cyclization/carboxylation sequence. Alkyl-substituted substrates show much higher double carboxylation product selectivities than aryl-substituted substrates.

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