Copper-Catalyzed Trifluoromethylation and Cyclization of Aromatic-Sulfonyl-Group-Tethered Alkenes for the Construction of 1,2-Benzothiazinane Dioxide Type Compounds

被引：64
作者：
Dong, Xiang [1 ]
Sang, Rui [1 ]
Wang, Qiang [1 ,2 ,3 ]
Tang, Xiang-Ying [1 ]
Shi, Min [1 ,2 ,3 ]
机构：
[1] Chinese Acad Sci, Shanghai Inst Organ Chem, State Key Lab Organometall Chem, Shanghai 200032, Peoples R China
[2] E China Univ Sci & Technol, Key Lab Adv Mat, Shanghai 200237, Peoples R China
[3] E China Univ Sci & Technol, Inst Fine Chem, Shanghai 200237, Peoples R China
来源：
CHEMISTRY-A EUROPEAN JOURNAL | 2013年 / 19卷 / 50期
基金：
中国国家自然科学基金;
关键词：
benzothiazinane; copper; homogeneous catalysis; radicals; trifluoromethylation; ALPHA; BETA-UNSATURATED CARBOXYLIC-ACIDS; OXIDATIVE TRIFLUOROMETHYLATION; TERMINAL ALKENES; 1,1-DIOXIDE; FLUORINE;
D O I：
10.1002/chem.201303623
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
A multi-talented system: An efficient copper-catalyzed tandem trifluoromethylation/annulation of an electron-deficient aromatic ring has been developed. This method provides a powerful and straightforward way to synthesize trifluoromethylated 1,2-benzothiazinane dioxides under mild conditions (see scheme). The mechanism was investigated by a series of kinetic experiments and isotopic labeling studies. © 2013 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.
引用
收藏
页码：16910 / 16915
页数：6
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