Palladium-Catalyzed Construction of Trisubstituted Oxazoles from Trifluoroalanine Derivatives

Junrui Wang¹, Chuangchuang Liu¹, Wenjie Ju¹, Yilian Song¹, Zechao Liu¹, Jingyi Guo¹, Jingyu Zhang²（张静宇）*, Yingsheng Zhao¹（赵应声）*

¹Key Laboratory of Organic Synthesis of Jiangsu Province, College of Chemistry, Chemical Engineering and Materials Science, Soochow University, Suzhou 215123, P. R. China

²College of Energy, Soochow Institute for Energy and Materials Innovations, Soochow University, Suzhou 215006, P. R. China

Org. Lett. 2025, 27, 7176

Abstract: The preparation of trisubstituted oxazole rings, which serve as privileged structural motifs in bioactive molecules and natural products, presents synthetic challenges such as low efficiency and multistep procedures. Herein, we present a streamlined synthetic strategy enabling the one-step construction of trisubstituted oxazoles through a palladium-catalyzed Suzuki–Miyaura cross-coupling reaction. This practical protocol facilitates gram-scale synthesis while also enabling the direct preparation of the bioactive molecule Almazole D, highlighting its synthetic utility and importance.

Article information: https://doi.org/10.1021/acs.orglett.5c02121