Tetrahedron p. 349 - 354 (1984)
Update date:2022-08-05
Topics:
Dreme, M.
Brunel, S.
Llauro, M. F.
Perchec, P. Le
Garapon, J.
Sillion, B.
Sodium ethylcyanoacetate was found to react exclusively at the 2-position of trifluormethanesulfonate 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 oxazolidin stage.Structural parameters affecting the scope and limitations of this condensation are discussed.
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