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Parallel solid-phase synthesis of diaryltriazoles

DOI: 10.3762/bjoc.8.115

Keywords: chemical diversity , Huisgen cycloaddition , library synthesis , peptidomimetics , solid phase synthesis , triazole

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Abstract:

A series of substituted diaryltriazoles was prepared by a solid-phase-synthesis protocol using a modified Wang resin. The copper(I)- or ruthenium(II)-catalyzed 1,3-cycloaddition on the polymer bead allowed a rapid synthesis of the target compounds in a parallel fashion with in many cases good to excellent yields. Substituted diaryltriazoles resemble a molecular structure similar to established terphenyl-alpha-helix peptide mimics and have therefore the potential to act as selective inhibitors for protein–protein interactions.

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