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ZrCl4 catalysed diastereoselective synthesis of spirocarbocyclic oxindoles via [4+2] cycloaddition

Publication Type : Journal Article

Publisher : Wiley

Source : Chemistry Select, 2016

Url :

Campus : Amritapuri

School : School of Biotechnology

Verified : No

Year : 2016

Abstract : Spirocarbocyclic‐oxindole is priviledged scaffold in heterocyclic chemistry, which paved the attention of synthetic chemist due to generation of a new stereocenter. Numerous methodologies have been developed for spirooxindoles but very few methods are available for carbocyclic oxindoles. Most of the reported cycloaddition reactions are five membered rings instead of six membered rings, tethered with oxindole scaffold. Lewis acid catalysed Diels Alder reaction is a comparatively better approach to functionalize this unique scaffold. An efficient diastereoselective synthesis of spirocarbocyclic‐oxindoles with six membered cabocyclic backbone was achieved via ZrCl4 catalyzed [4+2] cycloaddition of α‐ylideneoxindoles with dienes in good to excellent yields within a short span of time.

Cite this Research Publication : Kapil Kumar, Julekha Siddique, Mukesh Gangar, Sandeep Goyal, Ravindra K. Rawal and Vipin A. Nair, "ZrCl4 Catalysed Diastereoselective Synthesis of Spirocarbocyclic Oxindoles via [4+2] Cycloaddition", Chemistry Select 2016, 1, 2409-2412

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