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Copper-Catalyzed C-N Bond Formation/Rearrangement Sequence: Synthesis of 4H-3,1-Benzoxazin-4-ones

Zhi-Yuan Ge, Qiong-Ming Xu, Xiang-Dong Fei, Ting Tang, Yong-Ming Zhu* and Shun-Jun Ji

*College of Pharmaceutical Sciences and College of Chemistry, Chemical Engineering and Materials Science, Soochow University, Suzhou 215123, Email: zhuyongmingsuda.edu.cn

Z.-Y. Ge, Q.-M. Xu, X.-D. Fei, T. Tang, Y.-M. Zhu, S.-J. Ji, J. Org. Chem., 2013, 78, 4524-4529.

DOI: 10.1021/jo400515y


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Abstract

A facile and efficient copper-catalyzed method for the synthesis of 4H-3,1-benzoxazin-4-one derivatives is based on a tandem intramolecular C-N coupling/rearrangement process. This method provides a new and useful strategy for construction of N-heterocycles.

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Key Words

benzoxazinones


ID: J42-Y2013