Supported Bifunctional Chiral Thioureas as Catalysts in the Synthesis of 3-Amino-2-Oxindoles through Enantioselective aza-Friedel-Crafts Reaction: Application in Continuous Flow Processes

被引：25
作者：
Rodriguez-Rodriguez, Marta [1 ,2 ]
Maestro, Alicia [1 ,2 ]
Andres, Jose M. [1 ,2 ]
Pedrosa, Rafael [1 ,2 ]
机构：
[1] Univ Valladolid, Fac Ciencias, Inst CINQUIMA, Paseo Belen 7, Valladolid 47011, Spain
[2] Univ Valladolid, Fac Ciencias, Dept Quim Organ, Paseo Belen 7, Valladolid 47011, Spain
来源：
ADVANCED SYNTHESIS & CATALYSIS | 2020年 / 362卷 / 13期
关键词：
Asymmetric catalysis; chiral 3-amino oxindoles; aza Friedel-Crafts reaction; bifunctional thioureas; flow chemistry; supported catalysts; ASYMMETRIC-SYNTHESIS; DICARBOXYLIC-ACID; KETIMINES; INDOLES; ORGANOCATALYSTS; IMINES; ALKALOIDS; OXINDOLE; HENRY; HYDROXYINDOLES;
D O I：
10.1002/adsc.202000238
中图分类号：
O69 [应用化学];
学科分类号：
081704 ;
摘要：
Supported cinchone-derived thioureas promote highly enantioselective aza-Friedel-Crafts reaction of different naphthols with a variety of N-Boc ketimines derived from isatin. The catalysts are recoverable and reusable, and one of the supported catalysts has been used in a flow process allowing the synthesis of 3-amino-2-oxindole derivatives in multigram scale with high yield and enantioselectivity.
引用
收藏
页码：2744 / 2754
页数：11
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