Reaction of sulfene and dichloroketene with N, N??disubstituted α??aminomethyleneketones. Synthesis of 5H??pyrano [3, 4??e]??1, 2??oxathiin and 2H, 5H??Pyrano [4, 3??b] …

G Menozzi, L Mosti, P Schenone

Index: Menozzi, Giulia; Mosti, Luisa; Schenone, Pietro Journal of Heterocyclic Chemistry, 1984 , vol. 21, p. 1441 - 1444

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Abstract

Abstract The polar 1, 4-cycloaddition of sulfene to N, N-disubstituted (E)-3-aminomethylene- 2, 3, 5, 6-tetrahydro-4H-pyran-4-ones II, prepared from 2, 3, 5, 6-tetrahydro-4H-pyran-4-one via the 3-hydroxymethylene derivative, occurred only in the case of aliphatic N-substitution to give, generally in satisfactory yield, 4-dialkylamino-3, 4, 7, 8-tetrahydro-5H-pyrano [3, 4-e]- 1, 2-oxathiin 2, 2-dioxides, which are derivatives of the new heterocyclic system 5H- ...