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

Ali Khalafi-Nezhad; Somayeh Mohammadi

doi:10.1055/s-0031-1290773

Synthesis, Inhaltsverzeichnis

Synthesis 2012; 44(11): 1725-1735
DOI: 10.1055/s-0031-1290773

paper

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

Ali Khalafi-Nezhad*

Department of Chemistry, College of Sciences, Shiraz University, Shiraz 71454, Iran, Fax: +98(711)2280926 eMail: khalafi@chem.susc.ac.ir

,

Somayeh Mohammadi

Department of Chemistry, College of Sciences, Shiraz University, Shiraz 71454, Iran, Fax: +98(711)2280926 eMail: khalafi@chem.susc.ac.ir

› Institutsangaben

Abstract

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Abstract

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.

Key words

ionic liquid - Morita–Baylis–Hillman reaction - DABCO - activated ketone - solvent-catalyst system

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