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