Bulletin of the Chemical Society of Japan p. 508 - 510 (1985)
Update date:2022-08-04
Topics:
Honda, Masaaki
Imafuku, Kimiaki
3-<3-(2-Furyl)-2-propenoyl>- (2a), 3-<3-(2-thienyl-2-propenoyl>- (2b), 3-<3-(3-thienyl)-2-propenoyl>- (2c), 3-<3-(3-pyridyl)-2-propenoyl>- (2d) were prapared by the condensation of 3-acetyltropolone with the corresponding heterocyclic aldehydes.The compounds 2a-d were oxidized with selenium dioxide to afford 2-heterocycle-substituted cycloheptapyran-4,9-diones, while oxidation with both alkaline hydrogen peroxide and 2,3-dichloro-5,6-dicyano-p-benzoquinone gave 2-(heterocycle-substituted methylene)-2H-cycloheptafuran-3,8-diones.
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Doi:10.1021/jo01068a069
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