Chiral Phosphoric Acid-Catalyzed Asymmetric Friedel-Crafts Addition of Indolizine to Cyclic N-Sulfonyl Imine

被引:6
|
作者
Subba, Parbat [1 ]
Sadhu, Milon M. [1 ]
Singh, Vinod K. [1 ]
机构
[1] Indian Inst Technol Kanpur, Dept Chem, Kanpur 208016, Uttar Pradesh, India
来源
JOURNAL OF ORGANIC CHEMISTRY | 2023年 / 88卷 / 20期
关键词
CONJUGATE ADDITION; FLUOROPHORE; SCAFFOLDS; DISCOVERY; ACCESS;
D O I
10.1021/acs.joc.3c01686
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A highly efficient chiral phosphoric acid-catalyzed enantioselective Friedel-Crafts addition of indolizine to cyclic N-sulfonyl imine has been established. The newly developed protocol, which probably proceeds via a monoactivation reaction pathway, allows the access of enantioenriched sulfonamide functionalized indolizines with excellent yields (up to 99%) and enantioselectivities (up to 99%). Moreover, the synthetic utility of this protocol has been explored with some chemical transformations.
引用
收藏
页码:14676 / 14687
页数:12
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