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

Zenghui Lu, Weijian Cui, Siyuan Xia, Yihui Bai, Fang Luo and Gangguo Zhu*

*Department of Chemistry, Zhejiang Normal University, 688 Yingbin Road, Jinhua 321004, China, Email:

Z. Lu, W. Cui, S. Xia, Y. Bai, F. Luo, G. Zhu, J. Org. Chem., 2012, 77, 9871-9877.

DOI: 10.1021/jo301794w


A palladium-catalyzed coupling of N-alkynyl tert-butyloxycarbamates with aryl halides and related electrophiles via an oxidative addition followed by oxypalladation/reductive elimination provides a convenient access to diversely substituted oxazolones in satisfactory yields and shows good functional group compatibility.

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ID: J42-Y2012-3530