Elsevier

Tetrahedron Letters

Volume 40, Issue 35, 27 August 1999, Pages 6443-6446
Tetrahedron Letters

High-throughput combinatorial synthesis of substituted benzimidazolones

https://doi.org/10.1016/S0040-4039(99)01276-9Get rights and content

Abstract

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.

A method for soluble polymer-supported combinatorial synthesis of benzimidazolone libraries is reported.

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