Synthesen mit Nitrilen, 27. Mitt.: Die Enamin-Lacton-Umlagerung von Benzopyron-aminoacrylsäureestern

H Junek, W Wilfinger

Index: Junek,H.; Wilfinger,W. Monatshefte fuer Chemie, 1970 , vol. 101, p. 1208 - 1214

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Citation Number: 7

Abstract

Abstract The dimerization product of ethyl cyanoacetate (4) reacts with salicylic aldehyde to ethyl β-amino-α-cyano-3-(2-oxo-1-benzopyrano) acrylate (3 a). Cleavage of the lactone, hydrolysis and isomerization occurs with 3 a in aqueos alkaline solution. Acidification yields 2-cyano-methylene-2 H-chromene-carboxylic acid (6 a). The reaction is called “enamine- lactone-rearrangement”.