Issue 27, 2016

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

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

Supplementary files

Article information

Article type
Paper
Submitted
09 May 2016
Accepted
03 Jun 2016
First published
06 Jun 2016

Org. Biomol. Chem., 2016,14, 6517-6522

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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