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Issue 27, 2016
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Organocatalytic azomethine imine-olefin click reaction: high-yielding stereoselective synthesis of spiroindane-1,3-dione-pyrazolidinones

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Abstract

In search of developing new useful “click reactions”, herein we report the organocatalytic azomethine imine-olefin [3 + 2]-cycloaddition as a new click reaction for the synthesis of drug-like spiroindane-1,3-dione-pyrazolidinones from indane-1,3-diones, aldehydes and N,N-cyclic azomethine imines through amino acid-catalysis. The scope of this new click reaction is demonstrated using many examples with high reactivity, selectivity and yields.

Graphical abstract: Organocatalytic azomethine imine-olefin click reaction: high-yielding stereoselective synthesis of spiroindane-1,3-dione-pyrazolidinones

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Publication details

The article was received on 09 May 2016, accepted on 03 Jun 2016 and first published on 06 Jun 2016


Article type: Paper
DOI: 10.1039/C6OB01009A
Citation: Org. Biomol. Chem., 2016,14, 6517-6522
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    Organocatalytic azomethine imine-olefin click reaction: high-yielding stereoselective synthesis of spiroindane-1,3-dione-pyrazolidinones

    D. B. Ramachary, T. Prabhakar Reddy and A. Suresh Kumar, Org. Biomol. Chem., 2016, 14, 6517
    DOI: 10.1039/C6OB01009A

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