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Facile ionic liquid-mediated,three-component sequential reactions for the green,regio- and diastereoselective synthesis of furocoumarins
Authors:Stephen Michael Rajesh  Subbu Perumal  J Carlos Menéndez  Sokkar Pandian  Ramachandran Murugesan
Institution:1. School of Chemistry, Madurai Kamaraj University, Madurai 625021, India;2. Departamento de Química Orgánica y Farmacéutica, Facultad de Farmacia, Universidad Complutense, 28040 Madrid, Spain;3. School of Biological Sciences, Madurai Kamaraj University, Madurai 625021, India
Abstract:An environmentally friendly approach to the diastereoselective synthesis of trans-4-oxo-3-aryl-3,4-dihydro-2H-furo3,2-c]coumarin-2-carbonitriles, trans-2-benzoyl-3-(aryl)-2H-furo3,2-c]chromen-4(3H)-ones and trans-ethyl-4-oxo-3-(aryl)-3,4-dihydro-2H-furo3,2-c]chromene-2-carboxylates in good yields is described. The method is based on the sequential multicomponent reactions of 4-hydroxycoumarin, aromatic aldehydes and in situ generated cyanomethylpyridinium, phenacylpyridinium/(2-ethoxy-2-oxoethyl)pyridinium ylides, in the presence of the ionic liquid BMIm]OH, which functions both as a catalyst and the reaction medium.
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