Synthesis of o-(Dimethylamino)aryl Ketones, Acridones, Acridinim Salts, and 1H-Indazoles by the Reaction of Hydrazones and Arynes

被引:36
作者
Dubrovskiy, Anton V. [1 ]
Larock, Richard C. [1 ]
机构
[1] Iowa State Univ, Dept Chem, Ames, IA 50011 USA
基金
美国国家卫生研究院; 美国国家科学基金会;
关键词
ONE-POT SYNTHESIS; FACILE N-ARYLATION; 3-SUBSTITUTED INDAZOLES; ELECTRON-TRANSFER; DERIVATIVES; ALKALOIDS; AMINES; REDUCTION; CHEMISTRY; BENZYNE;
D O I
10.1021/jo302378w
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A novel, efficient route to biologically and pharmaceutically important o-(dimethylamino)aryl ketones, acridones, acridinium salts, and 1H-indazoles has been developed starting from readily available hydrazones of aldehydes and o-(trimethylsilyl)aryl triflates. The reaction proceeds through arynes under mild conditions, tolerates a wide range of functional groups, and provides the final products in good to excellent yields.
引用
收藏
页码:11232 / 11256
页数:25
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