Hydroamination of Cyclooctynes With Primary Hydroxylamines : A new Reaction In The Click Toolbox

Herein, we report a rapid and efficient conjugation of primary hydroxylamines with cyclooctynes. A range of R-NHOH substrates, including amino acid-and sugar-derived hydroxylamines, react readily with BCN to afford the corresponding adducts in good yields. Evaluation of various cyclooctynes revealed significant differences in reactivity, with DBCO-acid exhibiting the highest rate.

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Publication Details

Journal
ChemRxiv
Published
2026-04-24
DOI
https://doi.org/10.26434/chemrxiv.15002347/v1
Primary Topic
Click Chemistry and Applications
Type
article
Field-Weighted Citation Impact
0.00
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article

Hydroamination of Cyclooctynes With Primary Hydroxylamines : A new Reaction In The Click Toolbox

Agathe Martinez, Vivien Herrscher, Jean‐Bernard Behr
ChemRxiv
Click Chemistry and Applications
article

Hydroamination of Cyclooctynes With Primary Hydroxylamines : A new Reaction In The Click Toolbox

Agathe Martinez, Vivien Herrscher, Jean‐Bernard Behr
article en

Abstract

Herein, we report a rapid and efficient conjugation of primary hydroxylamines with cyclooctynes. A range of R-NHOH substrates, including amino acid-and sugar-derived hydroxylamines, react readily with BCN to afford the corresponding adducts in good yields. Evaluation of various cyclooctynes revealed significant differences in reactivity, with DBCO-acid exhibiting the highest rate.

ChemRxiv
Openalex Percentile: Top 19%
Click Chemistry and Applications
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