Continuous flow palladium-catalyzed trifluoromethylthiolation of C-H bonds

被引:12
|
作者
Bouchard, Alexanne [1 ,2 ]
Kairouz, Vanessa [1 ,2 ]
Manneveau, Maxime [3 ]
Xiong, Heng-Ying [3 ]
Besset, Tatiana [3 ]
Pannecoucke, Xavier [3 ]
Lebel, Helene [1 ,2 ]
机构
[1] Univ Montreal, Dept Chem, POB 6128, Montreal, PQ, Canada
[2] Univ Montreal, Continuous Flow Synth Lab, POB 6128, Montreal, PQ, Canada
[3] Normandie Univ, INSA Rouen, CNRS, UNIROUEN,COBRA,UMR 6014, F-76000 Rouen, France
基金
加拿大自然科学与工程研究理事会; 加拿大创新基金会;
关键词
Aminoquinoline; Bidentate directing group; C-SCF3; bond; Organofluorine compounds; Flow process; C-H activation; Halogenation; Trifluoromethylthioethers; FUNCTIONALIZATION; ACTIVATION;
D O I
10.1007/s41981-018-0023-4
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A continuous flow process for the synthesis of trifluoromethylthioethers is reported. The palladium-catalyzed C-H trifluoromethylthiolation of amides derived from the 8-aminoquinoline using N-[(trifluoromethyl)thio]phthalimide produced the desired products in moderate to good yields with a residence time of 20 min. In comparison with the batch process, the reaction time was decreased by a factor of 100 to 200, demonstrating the positive effect of continuous flow processes for this type of reaction.
引用
收藏
页码:9 / 12
页数:4
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