4.7 Article

Copper-Catalyzed Decarboxylative Coupling of Alkynyl Carboxylates with 1,1-Dibromo-1-alkenes

Journal

JOURNAL OF ORGANIC CHEMISTRY
Volume 78, Issue 9, Pages 4551-4557

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/jo400616r

Keywords

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Funding

  1. National Basic Research Program of China [2012CB215306]
  2. National Natural Science Foundation of China [21172209]
  3. Chinese Academy of Science [KJCX2-EW-J02]
  4. National Undergraduate Training Program for Innovation of China [201210358060]

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A copper-catalyzed decarboxylative coupling reaction of potassium alkynyl carboxylates with 1,1-dibromo-1-alkenes was developed for the synthesis of unsymmetrical 1,3-diyne and 1,3,5-triyne derivatives. Diverse aryl, alkenyl, alkynyl, and alkyl substituted 1,1-dibromo-1-alkenes can react smoothly with aryl and alkyl substituted propiolates to produce unsymmetrical 1,3-diynes and 1,3,5-triynes with high selectivity and good functional group compatibility.

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