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

被引:119
作者
Gao, Wei-Jing [1 ]
Li, Wei-Cui [1 ]
Zeng, Cheng-Chu [1 ]
Tian, Hong-Yu [2 ]
Hu, Li-Ming [1 ]
Little, R. Daniel [3 ]
机构
[1] Beijing Univ Technol, Coll Life Sci & Bioengn, Beijing 100124, Peoples R China
[2] Beijing Business & Technol Univ, Food Coll, Beijing 100148, Peoples R China
[3] Univ Calif Santa Barbara, Dept Chem & Biochem, Santa Barbara, CA 93106 USA
基金
美国国家科学基金会; 中国国家自然科学基金;
关键词
N BOND FORMATION; AMMONIUM (HYPO)IODITE CATALYSIS; CROSS-COUPLING REACTION; METAL-FREE SYNTHESIS; C-H; FREE ROUTE; IODINE; 2-AMINOBENZOXAZOLES; CHEMISTRY; ALDEHYDES;
D O I
10.1021/jo501736w
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
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.
引用
收藏
页码:9613 / 9618
页数:6
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