I₂-Catalyzed C-O Bond Formation and Dehydrogenation: Facile Synthesis of Oxazolines and Oxazoles Controlled by Bases

Wen-Chao Gao*, Fei Hu, Yu-Ming Huo, Hong-Hong Chang*, Xing Li and Wen-Long Wei

*College of Chemistry and Chemical Engineering, Taiyuan University of Technology, Taiyuan 030024, P.R. China, Email: gaowenchaotyut.edu.cn, changhonghongtyut.edu.cn

W.-C. Gao, F. Hu, Y.-M. Huo, H.-H. Chang, X. Li, W.-L. Wei, Org. Lett., 2015, 17, 3914-3917.

DOI: 10.1021/acs.orglett.5b01933

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Abstract

I₂-catalyzed C-O bond formation and dehydrogenation with TBHP enables a general method for the synthesis of oxazolines and oxazoles from β-acylamino ketones. Depending on the base, either oxazolines or oxazoles were selectively produced.

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Key Words

2-Oxazolines, Oxazoles, tert-Butyl hydroperoxide

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ID: J54-Y2015