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Reductive cyclization of carbohydrate 2-nitrophenylhydrazones to chiral functionalized 1,2,4-benzotriazines and benzimidazoles

✍ Scribed by Jens Andersch; Dieter Sicker


Book ID
102341319
Publisher
Journal of Heterocyclic Chemistry
Year
1999
Tongue
English
Weight
453 KB
Volume
36
Category
Article
ISSN
0022-152X

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✦ Synopsis


Abstract

The 2‐nitrophenylhydrazones 2 of D‐arabino‐2‐hexulopyranosonic acid, D‐arabinose, D‐galactose and D‐galacturonic acid are used as precursors to form chiral functionalized 1,2,4‐benzotriazines and benzimidazoles by reductive cyclization methods. Catalytic hydrogenation provided the amine derivatives which are cyclized and air oxidized in alkaline solution to yield the novel 1,2,4‐benzotriazines 3 as the main products, while on acid catalysis the benzimidazoles 4 are formed.


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ChemInform Abstract: Reductive Cyclizati
✍ Arturo Navarro-Ocana; Luis F. Olguin; Hector Luna; Manuel Jimenez-Estrada; Eduar 📂 Article 📅 2010 🏛 John Wiley and Sons ⚖ 28 KB 👁 1 views

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