Catalytic enantioselective synthesis of chiral 4-hydroxy 4′-substituted pyrazolones by the vinylogous aldol reaction of pyrazole-4,5-diones with 3-alkylidene-2-oxindoles

被引:2
|
作者
Kumar, Krishna [1 ]
Singh, Bhuvnesh [1 ]
Hore, Soumyadip [1 ]
Singh, Ravi P. [1 ]
机构
[1] Indian Inst Technol, Dept Chem, New Delhi 110016, India
关键词
CONSTRUCTION; OXINDOLES;
D O I
10.1039/d0nj05886f
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Here, a bifunctional quinine-derived benzamide catalyzed direct enantioselective vinylogous aldol reaction between 3-alkylidene-2-oxindoles and pyrazole-4,5-diones has been developed. This challenging protocol has been achieved via the H-bonding dual activation mode of the catalyst. Highly functional rich pyrazolone moieties having an oxindole core have been obtained with an excellent E/Z (>19 : 1), and high yields along with moderate enantioselectivity.
引用
收藏
页码:13747 / 13750
页数:4
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