4.4 Article

Ionic liquid mediated 1,3-dipolar cycloaddition of azomethine ylides: a facile and green synthesis of novel dispiro heterocycles

Journal

TETRAHEDRON LETTERS
Volume 53, Issue 15, Pages 1993-1997

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2012.02.029

Keywords

1,3-Dipolar cycloaddition; Azomethine ylide; Spiro-oxindole; Ionic liquid; Environmentally benign

Funding

  1. UGC
  2. CSIR, New Delhi, India

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A greener, facile and efficient one-pot, three-component procedure for the synthesis of novel dispiropyrrolidine-bisoxindole derivatives by cycloaddition trapping of azomethine ylides generated in situ, via decarboxylative condensation of isatin with sarcosine (alpha-amino acid), has been reported in [bmim]PF6, an ionic liquid as a recyclable solvent in excellent yield without using any catalyst. This protocol provides mild reaction conditions, high yields of product in short reaction time, high regio- and stereoselectivity, operational simplicity and environmentally benign procedure. (C) 2012 Elsevier Ltd. All rights reserved.

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