Synthesis of 5H-1,2,3-triazolo[4,3-a][2]benzazepines from the baylis-hillman adducts of 2-alkynylbenzaldehydes
✍ Scribed by Seung Ho Ko; Kee-Jung Lee
- Publisher
- Journal of Heterocyclic Chemistry
- Year
- 2004
- Tongue
- English
- Weight
- 141 KB
- Volume
- 41
- Category
- Article
- ISSN
- 0022-152X
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✦ Synopsis
Abstract
The facile synthesis of 5__H__‐1,2,3‐triazolo[4,3‐a][2]benzazepines 5a‐d by the intramolecular 1,3‐dipolar cycloaddition reaction of 2‐alkynylphenylallyl azides 4a‐d is described. The latter were readily obtained from 2‐alkynylbenzaldehydes 1a‐d through the Baylis‐Hillman adducts 2a‐d followed by acetylation to compounds 3a‐d and nucleophilic substitution by azide to compounds 4a‐d.
📜 SIMILAR VOLUMES
## Abstract magnified image A new, simple synthesis of 5‐carbomethoxy‐4__H__‐1,2,3‐triazolo[1,5‐__a__][1]benzazepines from the reaction of several Baylis‐Hillman acetates of 2‐azidobenzaldehydes with alkynide Grignard reagents such as phenylethynyl‐, 1‐propynyl‐ and ethynylmagnesium bromides follo
## Abstract Novel heterocycles, 4__H__‐tetrazolo[1,5‐__a__][1]benzazepines **6** were prepared by the intramolecular 1,3‐dipolar cycloaddition reaction of azidophenylcyanomethyl compounds **5.** The latter were readily obtained from 2‐azidobenzaldehyde through the Baylis‐Hillman adducts **3** follo