4.6 Article

Electrochemically induced cascade Knoevenagel-Michael reactions of tetronic acid and aldehydes: synthesis of methylenebistetronic acids

Journal

RSC ADVANCES
Volume 1, Issue 7, Pages 1383-1388

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/c1ra00428j

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Funding

  1. National Natural Science Foundation of China [20772010]
  2. Beijing Natural Science Foundation [7112008]
  3. National Basic Research Program of China [2009CB930200, 2011CB933101]
  4. Beijing City Education Committee [KM201010005009]

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The results of cascade Knoevenagel-Michael reactions of tetronic acid and various aldehydes induced by electrochemically-generated base are described. It has been observed that electrochemical method at 0 degrees C gave higher yields of the corresponding methylenebistetronic acids. Also, a wide spectra of products could generate from electrolysis at room temperature, including seven-membered cyclic acetals, dehydrodimer of tetronic acid and the desired methylenebistetronic acids. The electrochemical results were also evaluated and compared with those obtained by using a conventional chemical method.

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