4.7 Article

Palladacycle-Catalyzed Deacetonative Sonogashira Coupling of Aryl Propargyl Alcohols with Aryl Chlorides

Journal

JOURNAL OF ORGANIC CHEMISTRY
Volume 78, Issue 20, Pages 10506-10511

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/jo4014657

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Funding

  1. National Natural Science Foundation of China [21102134, 21172200]

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An efficient and general protocol for the deacetonative Sonogashira coupling of aryl propargyl alcohols with aryl chlorides is described. The reaction proceeded smoothly with the catalyst system of palladacycle/Xphos. This result represents the first successful deacetonative Sonogashira version for electron-poor, electron-neutral, and even inactive sterically hindered electron-rich aryl chlorides.

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