Elemental sulfur-promoted one-pot synthesis of 2-(2,2,2-trifluoroethyl)benzoxazoles and their derivatives

被引:21
作者
Li, Zhengyu [1 ,2 ]
Dong, Jingnan [1 ,2 ]
Wang, Junwen [1 ,2 ]
Yang, Ding-Yah [3 ]
Weng, Zhiqiang [1 ,2 ]
机构
[1] Fuzhou Univ, Coll Chem, State Key Lab Photocatalysis Energy & Environm, Fuzhou 350108, Fujian, Peoples R China
[2] Fuzhou Univ, Coll Chem, Key Lab Mol Synth & Funct Discovery, Fuzhou 350108, Fujian, Peoples R China
[3] Tunghai Univ, Dept Chem, 1727,Sec 4,Taiwan Blvd, Taichung 40704, Taiwan
基金
中国国家自然科学基金;
关键词
C-H TRIFLUOROETHYLATION; CATALYZED DECARBOXYLATIVE TRIFLUOROETHYLATION; ARYLBORONIC ACIDS; ARYL IODIDES; 2,2,2-TRIFLUOROETHYLATION; BENZOXAZOLES; ALKYLATIONS; ALKYNES; MILD;
D O I
10.1039/c9cc06822h
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A novel and direct strategy has been developed for the synthesis of 2-(2,2,2-trifluoroethyl)benzoxazoles by reaction of o-aminophenols and 2-bromo-3,3,3-trifluoropropene in the presence of elemental sulfur under metal-free conditions. The scope of this methodology was further extended to the synthesis of the trifluoroethylated benzothiazole and benzoimidazole derivatives. A plausible mechanism was proposed on the basis of isolation and characterization of a thioamide intermediate.
引用
收藏
页码:13132 / 13135
页数:4
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