Synthesis of N′,N′-diglucosylated benzimidazol-2-one via an unexpected rearrangement of benzodiazepine derivative

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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.

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APA

Lakhrissi, B., Massoui, M., Essassi, E. M., Lequart, V., Joly, N., Goethals, G., & Martin, P. (2005). Synthesis of N′,N′-diglucosylated benzimidazol-2-one via an unexpected rearrangement of benzodiazepine derivative. Heterocyclic Communications, 11(2), 157–162. https://doi.org/10.1515/HC.2005.11.2.157

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