Efficient synthesis of multicyclic spirooxindoles via a cascade Michael/Michael/oxa-Michael reaction of curcumins and isatylidene malononitriles.

Org Biomol Chem

Institute of Drug Synthesis and Pharmaceutical Process, School of Pharmaceutical Sciences, Sun Yat-sen University, Guangzhou 510006, China.

Published: February 2012

AI Article Synopsis

  • A new reaction called a cascade Michael/Michael/oxa-Michael has been created using curcumins and isatylidene malononitriles.
  • This method produces multicyclic spirooxindoles with high yields and good control over the molecular orientation.
  • DMAP (4-Dimethylaminopyridine) was identified as an effective catalyst for this reaction, which occurs under mild conditions.

Article Abstract

A cascade Michael/Michael/oxa-Michael reaction between curcumins and isatylidene malononitriles has been developed. Multicyclic spirooxindoles were prepared in excellent yields and diastereoselectivities. DMAP was found to catalyze this transformation efficiently under mild reaction conditions.

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http://dx.doi.org/10.1039/c2ob06995dDOI Listing

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  • A new reaction called a cascade Michael/Michael/oxa-Michael has been created using curcumins and isatylidene malononitriles.
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