Physics Maths Engineering
Synthesis of Bisoxazole and Bromo-substituted Aryloxazoles
Sambasivarao Kotha,
Subba Rao Cheekatla
Peer Reviewed
Related Subjects
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.
Key Questions
What is the significance of bisoxazole and bromo-substituted aryloxazoles in medicinal chemistry?
Bisoxazole and bromo-substituted aryloxazoles are valuable compounds in medicinal chemistry due to their potential biological activities, including antimicrobial and anticancer properties. Their synthesis provides a foundation for developing new therapeutic agents.
How are bisoxazole derivatives synthesized in this study?
The synthesis begins with the reaction of 2-bromo-4,5-dimethoxyphenyl isocyanate with 2-aminophenol, leading to the formation of bisoxazole derivatives. This approach offers a straightforward method for obtaining these compounds.
What is the role of Suzuki–Miyaura coupling in the synthesis of bromo-substituted aryloxazoles?
Suzuki–Miyaura coupling is employed to react bisoxazole intermediates with various aryl bromides, facilitating the formation of bromo-substituted aryloxazoles. This reaction is crucial for introducing diverse aryl groups, enhancing the structural variety of the compounds.
