Highly Efficient Synthesis of Novel Morita-Baylis-Hillman Adducts from Activated Ketones Using a DABCO-Based Hydroxy Ionic Liquid (HIL) as a Recyclable Catalyst-Solvent

被引:13
|
作者
Khalafi-Nezhad, Ali [1 ]
Mohammadi, Somayeh [1 ]
机构
[1] Shiraz Univ, Coll Sci, Dept Chem, Shiraz 71454, Iran
来源
SYNTHESIS-STUTTGART | 2012年 / 44卷 / 11期
关键词
ionic liquid; Morita-Baylis-Hillman reaction; DABCO; activated ketone; solvent-catalyst system; BRYOZOAN AMATHIA-CONVOLUTA; LIGAND-ACCELERATED CATALYSIS; BASIC WATER SOLUTION; RATE-ENHANCEMENT; METHYL ACRYLATE; TITANIUM(IV) CHLORIDE; ANTIMALARIAL ACTIVITY; ISATIN DERIVATIVES; CONJUGATE ADDITION; AROMATIC-ALDEHYDES;
D O I
10.1055/s-0031-1290773
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A highly efficient non-imidazolium DABCO-based ionic liquid has been prepared for the synthesis of biologically active Morita-Baylis-Hillman adducts from activated ketones. The results show that the ionic liquid is very efficient in the Morita-Baylis-Hillman reaction due to its operational simplicity, high yields, dual catalyst-solvent properties, and excellent recyclability and reusability. This hydroxy ionic liquid acts as a protic solvent and tertiary amine for the preparation of biologically active compounds from isatin, ninhydrin, 1,2-acenaphthylenequinone, and benzil with high yields and very short reaction times.
引用
收藏
页码:1725 / 1735
页数:11
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