Synthesis of Dihydrospiro Furo[2,3-c] pyrazoles Promoted by Hypervalent Iodine in Water

被引:8
|
作者
Kale, Ashok [1 ,2 ]
Medishetti, Nagaraju [1 ]
Bingi, Chiranjeevi [1 ]
Atmakur, Krishnaiah [1 ,2 ]
机构
[1] Indian Inst Chem Technol, CSIR, Div Crop Protect Chem, Hyderabad 500007, Andhra Prades, India
[2] Indian Inst Chem Technol, AcSIR, Hyderabad 500007, Andhra Prades, India
关键词
benzaldehydes; pyrazolones; bis(acetoxy) iodobenzene; UNSATURATED PYRAZOLONES; ASYMMETRIC-SYNTHESIS; EFFICIENT SYNTHESIS; MICHAEL ADDITION; CASCADE REACTION; DERIVATIVES; SPIROPYRAZOLONES; ANNULATION; ALKYNES; FUNCTIONALIZATION;
D O I
10.1055/s-0037-1609321
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A simple, green protocol has been accomplished for the synthesis of dihydrospirofuro[2,3-c] pyrazoles in aqueous medium involving pyrazolone and aldehydes in a one-pot reaction promoted by bis(acetoxy) iodobenzene (BAIB) at ambient temperature. The protocol presented herein describes a new transformation where two molecules of pyrazolone react with an aldehyde in a Knoevenagel condensation followed by a Michael addition, and the resulting dienol was rearranged to the title compound. High compatibility, easy work-up, and excellent yields are the advantages of this protocol.
引用
收藏
页码:1037 / 1042
页数:6
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