Synthesis of Bisoxazole and Bromo-substituted Aryloxazoles

Abstract

Herein, we report a bisoxazole derivative as well as a bromo-substituted oxazole derivatives via a simple approach. The synthesis begins with an inexpensive and readily available starting material, such as 2,5-dimethoxybenzaldehyde, hydroquinone, and p-toluenesulfonylmethyl isocyanide (TosMIC). This approach relies on the Van Leusen oxazole method and electrophilic aromatic bromination. The structures of bisoxazole and bromosubstituted aryloxazoles were fully supported by spectroscopic methods (IR, NMR, and HRMS) and further established using single crystal X-ray diffraction studies.

Keywords

• heterocycles
• 1,3-oxazole motifs
• TosMIC
• Van Leusen reaction
• bisoxazole
• electrophilic aromatic bromination