4.7 Article

Preparation of 3,4,5-Trisubstituted Oxazolones by Pd-Catalyzed Coupling of N-Alkynyl tert-Butyloxycarbamates with Aryl Halides and Related Electrophiles

期刊

JOURNAL OF ORGANIC CHEMISTRY
卷 77, 期 21, 页码 9871-9877

出版社

AMER CHEMICAL SOC
DOI: 10.1021/jo301794w

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资金

  1. National Natural Science Foundation of China [20902084, 21172199]
  2. Natural Science Foundation of Zhejiang Province [LR12B02001]
  3. Qjanjiang Talents Project of the Science and Technology Office in Zhejiang Province [2010R10016]
  4. Program for Changjiang Scholars and Innovative Research Team in Chinese Universities [IRT0980]

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A novel palladium-catalyzed approach for the assembly of 3,4,5-trisubitituted oxazolones has been achieved by the coupling of N-alkynyl tert-butyloxycarbamates with aryl halides and related electrophiles, which involves an oxidative addition followed by oxypalladation/reductive elimination. The reaction provides a convenient access to diversely substituted oxazolones in satisfactory yields and shows good functional group compatibility.

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