A facile regio- and stereoselective synthesis of novel dispirooxindolyl- [acridine-2′,3-pyrrolidine/thiapyrrolizidine]-1′-ones via 1,3-dipolar cycloaddition of azomethine ylides

Abstract

A facile regio- and stereoselective synthesis of novel dispirooxindolyl- [acridine-2′,3-pyrrolidine]-1′-ones and dispirooxindolyl-[acridine- 2′,3-thiapyrrolizidine]-1′-ones have been accomplished via 1,3-dipolar cycloaddition of azomethine ylides, generated in situ from the reaction of sarcosine/1,3-thiazolane-4-carboxylic acid and substituted isatins, to a series of (E)-2-[arylmethylidene]-3,4-dihydro-1(2H)-acridinones in good yields. © 2011 Elsevier Ltd. All rights reserved.