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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Doi:10.1055/s-1984-30943
(1984)Doi:10.1007/s10600-011-9982-5
(2011)Doi:10.1016/S0040-4020(01)96409-9
(1985)Doi:10.1021/om00124a014
(1985)Doi:10.1016/S0040-4020(01)91521-2
(1984)Doi:10.1021/jm050584l
(2005)
