Rhodium-catalyzed C-H α-fluoroalkenylation/annulation of β-ketosulfoxonium ylides with 2,2-difluorovinyl tosylate/oxadiazolones

被引:1
|
作者
Song, Jia-Lin [1 ,2 ]
Yang, Zi-Feng [3 ]
Fang, Sheng [1 ]
Chen, Wang-Liang [1 ]
Ye, Lian-Bao [1 ]
Liu, Xiang [3 ]
Shu, Bing [1 ,4 ]
机构
[1] Guangdong Pharmaceut Univ, Sch Pharm, Guangzhou 510006, Peoples R China
[2] Sun Yat Sen Univ, Sch Chem, Guangzhou 510006, Peoples R China
[3] Guangdong Pharmaceut Univ, Sch Chem & Chem Engn, Zhongshan 528458, Peoples R China
[4] Guangdong Pharmaceut Univ, Guangdong Prov Key Lab Res & Evaluat Pharmaceut Pr, Guangzhou 510006, Peoples R China
关键词
CARBONYL SULFOXONIUM YLIDES; FUNCTIONALIZATION; CYCLIZATION; ACTIVATION; ANNULATION;
D O I
10.1039/d4cc05621c
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A Rh(iii)-catalyzed C-H alpha-fluoroalkenylation/annulation of beta-ketosulfoxonium ylides with 2,2-difluorovinyl tosylate/oxadiazolones was realized, which afforded various o-fluoroalkenylation beta-ketosulfoxonium ylides with high Z-selectivity and diverse oxadiazolone fused-isoquinolines. This protocol featured mild conditions, broad substrate scope, and functional-group compatibility. In addition, scale-up synthesis, related applications and preliminary mechanistic explorations were also accomplished.
引用
收藏
页码:15000 / 15003
页数:4
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