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http://dx.doi.org/10.5012/bkcs.2009.30.9.1989

New and General Methods for the Synthesis of Arylmethylene Bis(3-Hydroxy-2-Cyclohexene-1-Ones) and Xanthenediones by EDDA and In(OTf)3-Catalyzed One-Pot Domino Knoevenagel/Michael or Koevenagel/Michael/Cyclodehydration Reactions  

Jung, Doo-Hwan (School of Chemical Engineering and Technology, Yeungnam University)
Lee, Yong-Rok (School of Chemical Engineering and Technology, Yeungnam University)
Kim, Sung-Hong (Analysis Research Division, Daegu Center, Korea Basic Science Institute)
Lyoo, Won-Seok (School of Textiles, Yeungnam University)
Publication Information
Abstract
Efficient one-pot synthesis of arylmethylene bis(3-hydroxy-2-cyclohexene-1-ones) and xanthenediones by EDDA and In($OTf)_3$-catalyzed reactions was developed starting from dimedone and aryl aldehydes. The key strategies of these reactions involve domino Knoevenagel/Michael reaction or Koevenagel/Michael/Cyclodehydration reactions. The scope and limitation of the two catalysts under various reaction conditions were investigated and described.
Keywords
Arylmethylene bis(3-hydroxy-2-cyclohexene-1-one; Xanthenedione; EDDA; In$(OTf)_{3}$; Koevenagel/Michael/Cyclodehydration;
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