UNEXPECTED FORMATION OF BENZALDEHYDES BY THE REACTIONS OF DITHIOACETALS DERIVED FROM CINNAMALDEHYDES WITH 2,3-DICHLORO-5,6-DICYANO-P-BENZOQUINONE IN AQUEOUS SOLVENTS

Citation
K. Tanemura et al., UNEXPECTED FORMATION OF BENZALDEHYDES BY THE REACTIONS OF DITHIOACETALS DERIVED FROM CINNAMALDEHYDES WITH 2,3-DICHLORO-5,6-DICYANO-P-BENZOQUINONE IN AQUEOUS SOLVENTS, Journal of heterocyclic chemistry, 34(2), 1997, pp. 457-460
Citations number
13
Categorie Soggetti
Chemistry Inorganic & Nuclear
ISSN journal
0022152X
Volume
34
Issue
2
Year of publication
1997
Pages
457 - 460
Database
ISI
SICI code
0022-152X(1997)34:2<457:UFOBBT>2.0.ZU;2-E
Abstract
1,3-Dithianes 1, 1,3-dithiolanes 2, and diphenyl dithioacetals 3 deriv ed from cinnamaldehydes reacted with 2,3-dichloro-5,6-dicyano-p-benzoq uinone in aqueous solvents to give benzaldehydes 4. Hydride transfer f rom 1-3 to 2,3-dichloro-5,6-dicyano-p-benzoquinone followed by hydroly sis and oxidative carbon-carbon bond cleavage would produce benzaldehy des 4.