High-throughput combinatorial synthesis of substituted benzimidazolones

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An efficient liquid-phase synthesis of substituted benzimidazolones 7 is described. Resin bound o-fluoronitrobenzene 1 is reacted with various primary amines to afford o-nitroaniline derivatives 2. Subsequent reduction of the aromatic nitro group followed by cyclization gives a PEG bound benzimidazole- 2-one 4. N-Alkylation of this resin bound scaffold 4 with several electrophiles gives the resulting library in excellent yield and purity after cleavage.




Pan, P. C., & Sun, C. M. (1999). High-throughput combinatorial synthesis of substituted benzimidazolones. Tetrahedron Letters, 40(35), 6443–6446. https://doi.org/10.1016/S0040-4039(99)01276-9

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