One-Pot Synthesis of p-Amino-Substituted Unsymmetrical Benzils and Benzil Derivatives

被引:18
作者
Zhang, Hongjin [1 ]
Ren, Xiangwei [1 ]
Zhao, Wentao [1 ]
Tang, Xiangyang [1 ]
Wang, Guangwei [1 ,2 ]
机构
[1] Tianjin Univ, Sch Sci, Dept Chem, Tianjin 300072, Peoples R China
[2] Tianjin Key Lab Mol Optoelect Sci, Tianjin 300072, Peoples R China
关键词
benzils; methyl aryl ketones; oxidative coupling; quinoxalines; tandem reaction; C-H BOND; ALPHA-KETOAMIDES; METHYL KETONES; OXIDATIVE AMIDATION; EFFICIENT SYNTHESIS; METAL-FREE; MOLECULAR-OXYGEN; ROOM-TEMPERATURE; FACILE ACCESS; SOLAR-CELLS;
D O I
10.1002/adsc.201600389
中图分类号
O69 [应用化学];
学科分类号
081704 ;
摘要
An efficient iodine/copper(II) oxide copromoted direct oxidative coupling of anilines and methyl aryl ketones has been developed for the synthesis of p-amino-substituted unsymmetrical benzils and their iodo-substituted derivatives. The chemoselectivity of the reactions can be easily controlled by adjusting the amount of iodine. This method exhibits good functional group tolerance for various substituents on the aromatic rings of the methyl aryl ketones. A possible mechanism for this reaction has been proposed based on control experiments. A couple of representative quinoxalines were synthesized from the benzil products in order to demonstrate the utility of this approach.
引用
收藏
页码:395 / 401
页数:7
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