Easy Access to Medium Rings by Entropy/Strain Reduction. Part 3. Competition Between Dihydroazepine and Enamine Formation in Reaction of Tetrahalosubstituted Dibromides with Primary Amines.

Easy access to medium rings by entropy/s

Easy access to medium rings by entropy/strain reduction, Part 3. Competition between dihydroazepine and enamine formation in reaction of tetrahalosubstituted dibromides with primary amines

✍ James G. Walsh; Declan G. Gilheany 📂 Article 📅 2002 🏛 Journal of Heterocyclic Chemistry 🌐 English ⚖ 48 KB

## Abstract The reaction of Z,Z‐2,3,4,5‐tetrahalo‐2,4‐dien‐1,6‐dibromides (**3**, R^1^ ‐ R^4^ = Cl, Br) with primary amines in the presence of potassium carbonate leads to both the dihydroazepines **4** and secondary enamines **5**. The formation of enamine is suppressed with toluene sulfonamide as

Easy Access to Medium Rings by Entropy/Strain Reduction. Part 3. Competition Between Dihydroazepine and Enamine Formation in Reaction of Tetrahalosubstituted Dibromides with Primary Amines.

✦ Synopsis

Abstract