Molecules (Sep 2012)

Silica Gel-Mediated Organic Reactions under Organic Solvent-Free Conditions

  • Satoaki Onitsuka,
  • Yong Zhi Jin,
  • Ajam C. Shaikh,
  • Hiroshi Furuno,
  • Junji Inanaga

DOI
https://doi.org/10.3390/molecules171011469
Journal volume & issue
Vol. 17, no. 10
pp. 11469 – 11483

Abstract

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Silica gel was found to be an excellent medium for some useful organic transformations under organic solvent-free conditions, such as (1) the Friedel-Crafts-type nitration of arenes using commercial aqueous 69% nitric acid alone at room temperature, (2) one-pot Wittig-type olefination of aldehydes with activated organic halides in the presence of tributyl- or triphenylphosphine and Hunig’s base, and (3) the Morita-Baylis-Hillman reaction of aldehydes with methyl acrylate. After the reactions, the desired products were easily obtained in good to excellent yields through simple manipulation.

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