New formation of a 1,3-dipole in the reaction of adamantanone azine with triazolinediones: In connection with reactivity toward singlet oxygen

The Reaction of Singlet Oxygen with 1,3-

The Reaction of Singlet Oxygen with 1,3-Dimethylindole in the Presence of Aldehydes. Formation of 1,2,4-Trioxanes

✍ Charles W. Jefford; Danielle Jaggi; John Boukouvalas; Shigeo Kohmoto; Gérald Ber 📂 Article 📅 1984 🏛 John Wiley and Sons 🌐 German ⚖ 441 KB

## Abstract The dye‐sensitized photo‐oxygenation of 1,3‐dimethylindole in the presence of aldehydes initially generates a zwitterionic peroxide which condenses with the carbonyl function to give the corresponding __cis__‐fused 1,2,4‐trioxanes. Acetaldehyde gives a pair of diastereomers, one of whos