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The unexpected rearrangement of 1,5‐benzodiazepin‐2,4‐dione to a benzimidazol‐2‐one derivative during N,N'‐diglucosylation
Authors:Brahim Lakhrissi,Mohamed Massoui,El Mokhtar Essassi,Vincent Lequart,Nicolas Joly,Patrick Martin,G  rard Goethals
Affiliation:Brahim Lakhrissi,Mohamed Massoui,El Mokhtar Essassi,Vincent Lequart,Nicolas Joly,Patrick Martin,Gérard Goethals
Abstract:
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.
Keywords:
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