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Chemoselective synthesis of xanthenes and tetraketones in a choline chloride-based deep eutectic solvent

Azizi, N ; Sharif University of Technology | 2013

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  1. Type of Document: Article
  2. DOI: 10.1016/j.crci.2013.05.002
  3. Publisher: 2013
  4. Abstract:
  5. A chemoselective synthesis of tetraketone and xanthene derivatives, by means of tandem Knoevenagel condensation and Michael addition in choline chloride-based deep eutectic solvents (DESs), is presented. The reaction of readily available aldehydes and active methylene compounds in malonic acid- and ZnCl2-based DES gives various xanthenes derivatives with good to excellent yields under mild reaction conditions. On the other hand, tetraketones were synthesized in almost quantitative yields by simple condensation of an aldehyde and active methylene compounds in milder deep eutectic solvents of urea and SnCl2. In addition, the reaction of other types of choline chloride-based DES leads to a mixture of tetraketone and xanthene
  6. Keywords:
  7. Active methylene compounds ; Aldehyde ; Chemoselectivity ; Choline chloride ; Deep eutectic solvent ; Tetraketone ; Xanthene
  8. Source: Comptes Rendus Chimie ; Volume 16, Issue 11 , 2013 , Pages 997-1001 ; 16310748 (ISSN)
  9. URL: http://www.sciencedirect.com/science/article/pii/S1631074813001343