**Benzimidazole and benzothiazole sugar derivatives** Simple aldehydosugars such as **1** or **2**, by reaction with __o__‐phenylenediamine, gave the corresponding benzimidazoles **3** and **4**. Whereas the unperturbed α, β‐unsaturated aldehydosugar **D** gave the benzodiazepine **E** upon treatme
Triazènes et benzotriazines dérivés de sucres
✍ Scribed by Jean M. J. Tronchet; Faranak Rachidzadeh
- Publisher
- John Wiley and Sons
- Year
- 1979
- Tongue
- German
- Weight
- 477 KB
- Volume
- 62
- Category
- Article
- ISSN
- 0018-019X
No coin nor oath required. For personal study only.
✦ Synopsis
Abstract
Sugar triazenes and benzotriazines
Several triazenylsugars have been prepared, generally in good yields, by treating an amino sugar with a substituted benzenediazonium salt. The triazenylsugars bearing a hydrogen atom on the triazenyl group are acetylated on the nitrogen atom closest to the glycosyl moiety (N(1)), even when the proton exchanged sites between N(1) and N(3). When an acetyl or a methoxycarbonyl group was present in the ortho position of the benzene ring cyclization took place leading to a 3,4‐dihydro‐4‐methylidene‐1,2,3‐benzo[d]triazine or a 3,4‐dihydro‐1,2,3‐benzo[d]triazin‐4‐one respectively.
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