Electrochemically Initiated Oxidative Amination of Benzoxazoles Using Tetraalkylammonium Halides As Redox Catalysts

✍ Scribed by Gao, Wei-Jing; Li, Wei-Cui; Zeng, Cheng-Chu; Tian, Hong-Yu; Hu, Li-Ming; Little, R. Daniel

• Book ID: 126759060
• Publisher: American Chemical Society
• Year: 2014
• Tongue: English
• Weight: 595 KB
• Volume: 79
• Category: Article
• ISSN: 0022-3263
• DOI: 10.1021/jo501736w

✦ Synopsis

An electrochemically promoted coupling of benzoxazoles and amines has been developed, leading directly to the formation of 2-aminobenzoxazoles. The chemistry utilizes catalytic quantities of a tetraalkylammonium halide redox catalyst and is carried out under constant current conditions in a simple undivided cell. The use of excess chemical oxidant or large amounts of supporting electrolyte is avoided. This greatly simplifies the workup and isolation process and leads to a reduction in waste.