Heterocyclization reaction of 2-(2-methylaziridin-1-yl)-3-ureidopyridines under appel's conditions
✍ Scribed by Ji-Sun Lim; Kee-Jung Lee
- Book ID
- 102338990
- Publisher
- Journal of Heterocyclic Chemistry
- Year
- 2002
- Tongue
- English
- Weight
- 61 KB
- Volume
- 39
- Category
- Article
- ISSN
- 0022-152X
No coin nor oath required. For personal study only.
✦ Synopsis
Abstract
The reaction of 2‐(2‐methylaziridin‐1‐yl)‐3‐ureidopyridines 12 with triphenylphosphine, carbon tetra‐chloride, and triethylamine (Appel's conditions) led to the corresponding carbodiimides 13, which underwent intramolecular cycloaddition reaction with aziridine under the reaction conditions to give the pyridine‐fused heterocycles, 2,3‐dihydro‐1__H__‐imidazo[2′,3′:2,3]imidazo[4,5‐b]pyridines 16 and 12,13‐dihydro‐5__H__‐1,3 ‐benzodiazepino [2′,3′:2,3] imidazo[4,5‐b]pyridines 17.
📜 SIMILAR VOLUMES
The Mitsunibu thioesterification was applied to the title 2-amino-l,3propanediol (1). The regio-and stereochemistry of the reaction was investigated in correlation with the nature of substituents attached to the nitrogen.