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Short Paper | Regular issue | Vol 104, No. 3, 2022, pp.585-589
Published online, 4th January, 2022
DOI: 10.3987/COM-21-14600
One-Pot Synthesis of Fully Substituted Oxazol-2-amines via Staudinger/Aza-Wittig/Isomerization Reaction

Hai Xie,* Qing-Qing Hu, Xiu-Ting Qin, Jia-Min Liang, Lu- Li, Ya-Li Zhang, and Zhen Lu

*College of Chemistry and Chemical Engineering, Shanxi Datong University, Datong, 037009, People’s Republic of China

Abstract

Readily available vinyl azide alcohols reacted with triphenylphosphine and aromatic isocyanates via sequential Staudinger reaction and intramolecular aza-Wittig reaction to afford the corresponding isoxazole intermediates, which can isomerize into aromatic oxazol-2-amines in situ without addition of catalyst under 115 ℃. This methodology provided a new and efficient one-pot approach for fully substituted oxazol-2-amines.