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

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 with triisopropylsilyl ethynylbenziodoxolone and copper- or ruthenium-catalyzed azide-alkyne cycloadditions. The X-ray crystallographic analysis of cyclic 4- and 5-aminotriazolamers revealed their porous structure.

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Publication Details

Journal
The Journal of Organic Chemistry
Published
2025-11-16
DOI
https://doi.org/10.1021/acs.joc.5c02149
Primary Topic
Chemical Synthesis and Analysis
Type
article
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article

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

Yoshiki Kiyota, Norihiro Tada, Ryusei Uozumi, A. Itoh et al.
The Journal of Organic Chemistry
Chemical Synthesis and Analysis
article

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

Yoshiki Kiyota, Norihiro Tada, Ryusei Uozumi, A. Itoh, Chihiro Muraki, Ryosuke Tomono
article en

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 with triisopropylsilyl ethynylbenziodoxolone and copper- or ruthenium-catalyzed azide-alkyne cycloadditions. The X-ray crystallographic analysis of cyclic 4- and 5-aminotriazolamers revealed their porous structure.

The Journal of Organic ChemistryVol. 90(47)
Gifu Pharmaceutical University (JP), Seikagaku Corporation (Japan) (JP)
Openalex Percentile: Top 69%
Chemical Synthesis and Analysis
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