Organocatalysed one-pot three component synthesis of 3,3′-disubstituted oxindoles featuring an all-carbon quaternary center and spiro[2H-pyran-3,4′-indoline]

被引:10
作者
Nichinde, Chandrakant B. [1 ,2 ]
Patil, Baliram R. [1 ,2 ]
Chaudhari, Suryakant S. [1 ,2 ]
Mali, Bhupendra P. [2 ,3 ]
Gonnade, Rajesh G. [2 ,3 ]
Kinage, Anil K. [1 ,2 ]
机构
[1] CSIR Natl Chem Lab, Chem Engn & Proc Dev Div, Pune 410008, India
[2] Acad Sci & Innovat Res AcSIR, Ghaziabad 201002, India
[3] CSIR Natl Chem Lab, Phys & Mat Chem Div, Pune 410008, India
关键词
DIRECT ASYMMETRIC ALDOL; MESOPOROUS SILICA; CROSS-ALDOL; L-PROLINE; CONSTRUCTION; SPIROOXINDOLES; KNOEVENAGEL; CATALYSIS; CONCISE;
D O I
10.1039/d3ra00510k
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A simple and efficient methodology for the one-pot synthesis of 3,3 '-disubstituted oxindoles featuring an all-carbon quaternary center has been demonstrated through l-proline catalysed three-component reaction based on sequential Knoevenagel condensation/Michael addition and also one-pot synthesis of spiro[2H-pyran-3,4 '-indoline] through consecutive Knoevenagel condensation/Michael addition/reduction/cyclization reactions from readily available isatin derivatives, malononitrile, and ketones. The present methodology presents several advantages, including simple reaction set-up, short reaction times, and easy to work-up. Also, this strategy offers broad substrate scope with excellent yields and high atom economy, under mild reaction conditions.
引用
收藏
页码:13206 / 13212
页数:7
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