4.7 Article

Synthesis of 1,4-enyne-3-ones via palladium-catalyzed sequential decarboxylation and carbonylation of allyl alkynoates

Journal

ORGANIC CHEMISTRY FRONTIERS
Volume 4, Issue 7, Pages 1363-1366

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/c7qo00082k

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Funding

  1. National Key Research and Development Program of China [2016YFA0602900]
  2. National Natural Science Foundation of China [21490572]
  3. Pearl River S&T Nova Program of Guangzhou [201610010160]
  4. Fundamental Research Funds for the Central Universities [2015ZY001]

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Herein we describe a novel protocol for the rapid assembly of 1,4-enyne-3-ones from isocyanides and 1,6-enyne. During this process, two different types of C-C bonds were formed on the same isocyanide carbon atom via sequential decarboxylation, insertion of isocyanide, and reductive elimination. Moreover, this approach shows advantages of mild reaction conditions and excellent functional group compatibility.

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