Acid-Catalyzed Reactions of Aromatic Aldehydes with Ethyl Diazoacetate: An Investigation on the Synthesis of 3-Hydroxy-2-arylacrylic Acid Ethyl Esters.

Abstract

High yields of the biologically important 3-hydroxy-2-arylacrylates can be obtained under the optimized conditions shown. Starting from o-substituted aldehydes (V) cyclized products are formed. Acetophenone can also be converted with success in contrast to its fluoro analogue. -(DUDLEY, M. E.; MORSHED, M. M.; BRENNAN, C. L.; ISLAM, M. S.; AHMAD, M. S.; ATUU, M.-R.; BRANSTETTER, B.; HOSSAIN*, M. M.; J. Org. Chem. 69 (2004) 22, 7599-7608; Dep. Chem., Univ. Wis., Milwaukee, WI 53201, USA; Eng.) -Jannicke 11-099