Tetrahedron

Condensation du cyanoacetate d'éthyle sodé sur les sels d'iminoethers cycliques synthese directe de dérivés d'oxazepine-1, 4 one-7

…, S Brunel, MF Llauro, P Le Perchec, J Garapon…

Index: Dreme, M.; Brunel, S.; Llauro, M. F.; Perchec, P. Le; Garapon, J.; Sillion, B. Tetrahedron, 1984 , vol. 40, # 2 p. 349 - 354

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Citation Number: 10

Abstract

Sodium ethylcyanoacetate was found to react exclusively at the 2-position of trifluoromethanesulfonate 2-alkyl (aryl) 1, 3-oxazolinium salts 2. In most cases, the reaction leads specifically to a new series of 5-alkyl (aryl) 6-cyano 2, 3-dihydro 1, 4-oxazepine 7- ones 3. This efficient one-step ring-enlargement process occurs at the oxazolidine stage. Structural parameters affecting the scope and limitations of this condensation are ...