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Unexpected formation of benzaldehydes by the reactions of dithioacetals derived from cinnamaldehydes with 2,3-dichloro-5,6-dicyano-p-benzoquinone in aqueous solvents

✍ Scribed by Kiyoshi Tanemura; Yoko Nishida; Tsuneo Suzuki; Koko Satsumabayashi; Takaaki Horaguchi

Publisher
Journal of Heterocyclic Chemistry
Year
1997
Tongue
English
Weight
263 KB
Volume
34
Category
Article
ISSN
0022-152X

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✦ Synopsis

Abstract

1,3‐Dithianes 1, 1,3‐dithiolanes 2, and diphenyl dithioacetals 3 derived from cinnamaldehydes reacted with 2,3‐dichloro‐5,6‐dicyano‐p‐benzoquinone in aqueous solvents to give benzaldehydes 4. Hydride transfer from 1–3 to 2,3‐dichloro‐5,6‐dicyano‐p‐benzoquinone followed by hydrolysis and oxidative carbon‐carbon bond cleavage would produce benzaldehydes 4.

📜 SIMILAR VOLUMES

ChemInform Abstract: Formation of Adaman
ChemInform Abstract: Formation of Adamantan-1-ols by the Reactions of Adamantanes with 2,3-Dichloro-5,6-dicyano-p-benzoquinone (DDQ) in Trifluoromethanesulfonic Acid.
✍ Kiyoshi Tanemura; Tsuneo Suzuki; Yoko Nishida; Koko Satsumabayashi; Takaaki Hora 📂 Article 📅 2010 🏛 John Wiley and Sons ⚖ 30 KB 👁 2 views

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