4.6 Article

Formation of C(sp3)-C(sp3) Bonds through Nickel-Catalyzed Decarboxylative Olefin Hydroalkylation Reactions

Journal

CHEMISTRY-A EUROPEAN JOURNAL
Volume 22, Issue 32, Pages 11161-11164

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/chem.201602486

Keywords

C-C bond formation; catalysis; decarboxylative cross-coupling; nickel; olefin hydroalkylation

Funding

  1. National Basic Research Program of China (973 program) [2012CB215306, 2013CB932800]
  2. NSFC [21325208, 21361140372, 21532004, 21572212, 21472181]
  3. IPDFHCPST [2014FXCX006]
  4. CAS [KFJ-EW-STS-051]
  5. FRFCU
  6. PCSIRT

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Olefins and carboxylic acids are among the most important feedstock compounds. They are commonly found in natural products and drug molecules. We report a new reaction of nickel-catalyzed decarboxylative olefin hydroalkylation, which provides a novel practical strategy for the construction of C(sp(3))-C(sp(3)) bonds. This reaction can tolerate a variety of synthetically relevant functional groups and shows good chemo-and regioselectivity. It enables cross-coupling of complex organic molecules containing olefin groups and carboxylic acid groups in a convergent fashion.

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