The unexpected rearrangement of 1,5‐benzodiazepin‐2,4‐dione to a benzimidazol‐2‐one derivative during  N,N' ‐diglucosylation | Zendy

Lakhrissi Brahim | Zendy; Massoui Mohamed | Zendy; Essassi El Mokhtar | Zendy; Lequart Vincent | Zendy; Joly Nicolas | Zendy; Martin Patrick | Zendy; Goethals Gérard | Zendy

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The unexpected rearrangement of 1,5‐benzodiazepin‐2,4‐dione to a benzimidazol‐2‐one derivative during N,N' ‐diglucosylation

Author(s) -

Lakhrissi Brahim,

Massoui Mohamed,

Essassi El Mokhtar,

Lequart Vincent,

Joly Nicolas,

Martin Patrick,

Goethals Gérard

Publication year - 2004

Publication title -

journal of heterocyclic chemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.321

H-Index - 59

eISSN - 1943-5193

pISSN - 0022-152X

DOI - 10.1002/jhet.5570410627

Subject(s) - chemistry , derivative (finance) , ring (chemistry) , closure (psychology) , medicinal chemistry , stereochemistry , organic chemistry , economics , financial economics , market economy

Reaction of 1,5‐benzodiazepin‐2,4‐dione with 3‐ O ‐substituted‐5,6‐anhydro‐1,2‐isopropylidene‐α‐D‐glucofuranose gave the unexpected N,N' ‐di‐glucofuranosyl benzimidazol‐2‐one by a novel rearrangement and ring closure reaction. A mechanism is proposed.

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