Synthesis of 4- and 5-Aminotriazolamers via Iterative Electrophilic Ethynylation and Azide–Alkyne Cycloaddition

09 June 2025, Version 1
This content is a preprint and has not undergone peer review at the time of posting.

Abstract

Nonpeptidic foldamers derived from amino acids, i.e., 4- and 5-aminotriazolamers, were synthesized via the assembly of three amino acid-derived modules, which was achieved through the copper-catalyzed ethynylation of amino acid-derived sulfonamides with triisopropylsilyl ethynylbenziodoxolone and copper- or ruthenium-catalyzed azide–alkyne cycloadditions with amino acid-derived azide-sulfonamides. The X-ray crystallograhic analysis of cyclic 4- and 5-aminotriazolamers revealed their porous structure.

Keywords

Aminotriazolamer
Electrophilic ethynylation
Azide‒alkyne cycloaddition
Hypervalent iodine
Ynamide

Supplementary materials

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Description
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Supporting Information
Description
Supporting Information PDF file containing experimental details and copies of NMR spectra.
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