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

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 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.




 




 

Ramachary Dhevalapally

Happy to share with you our recent work on the development of Tomita zipper-cyclization (TZC) reaction…I am sure that this reaction may become useful tool for organic chemists in near future…

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  • Catalysis Laboratory, School of Chemistry, University of Hyderabad
  • Hyderabad, India 500 046
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  Website

  http://chemistry.uohyd.ac.in/~dbr/

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  Professor at University of Hyderabad

  January 31, 2005 to present
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  Studied Development of new catalytic asymmetric reactions at The Scripps Research Institute

  Past: Indian Institute of Science and University of Hyderabad
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  Lives in Hyderabad, India

  From Hyderabad, India · Lived in La Jolla, California

Paper

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

Dhevalapally B. Ramachary,*^a   T. Prabhakar Reddy^a and   A. Suresh Kumar^a  

*Corresponding authors

^a

School of Chemistry, University of Hyderabad, Hyderabad-500 046, India
E-mail: ramsc@uohyd.ac.in
Fax: +91-40-23012460

Org. Biomol. Chem., 2016, Advance Article

DOI: 10.1039/C6OB01009A http://pubs.rsc.org/en/content/articlelanding/2016/ob/c6ob01009a#!divAbstract

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