4.7 Article

Facile synthesis of dibranched conjugated dienes via palladium-catalyzed oxidative coupling of N-tosylhydrazones

Journal

CHEMICAL COMMUNICATIONS
Volume 49, Issue 80, Pages 9218-9220

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/c3cc43593h

Keywords

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Funding

  1. National Natural Science Foundation of China [21172076, 20932002]
  2. National Basic Research Program of China (973 Program) [2011CB808600]
  3. Changjiang Scholars and Innovation Team Project of Ministry of Education
  4. Guangdong Natural Science Foundation [10351064101000000]
  5. China Postdoctoral Science Foundation [2012T50673]
  6. Fundamental Research Funds for the Central Universities [2012ZP0003]

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A facile and highly regioselective Pd-catalyzed oxidative coupling of N-tosylhydrazones providing efficient access to 2,3-disubstituted-1,3-butadienes has been developed. This process features readily available starting materials and mild reaction conditions. Further transformations of the obtained dibranched 1,3-dienes, through Diels-Alder reactions and indene synthesis, are also demonstrated, which reveal their great potential for synthetic utility.

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