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An expedient domino three-component [3+2]-cycloaddition/annulation protocol: regio- and stereoselective assembly of novel polycyclic hybrid heterocycles with five contiguous stereocentres
Authors:Shanmugavel Uma Maheswari  Subbu Perumal
Institution:Department of Organic Chemistry, School of Chemistry, Madurai Kamaraj University, Madurai 625021, Tamil Nadu, India
Abstract:A novel three-component strategy for the efficient synthesis of unprecedented polycyclic hybrid heterocycles comprising fused, bridged, and spiro rings with five contiguous stereocentres in a regio- and stereoselective manner is described. This transformation proceeds via 1,3-dipolar cycloaddition of azomethine ylides generated in situ from the reaction of sarcosine/thiazolidine-4-carboxylic acid and acenaphthoquinone to a series of 2-arylmethylidene]-3,4-dihydro-1(2H)-acridinones and concomitant annulation through an intramolecular aldol-type reaction.
Keywords:Azomethine ylide  1  3-Dipolar cycloaddition  2-[Arylmethylidene]-3  4-dihydro-1(2H)-acridinones  Intramolecular aldol-type reactions  Domino reactions
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