A Route to the MildSynthesis of α‑Selenomethylketonesvia Vinyl Azides

Organic selenium compounds are important molecules with a wide range of applications in pharmaceuticals, organic materials, catalysis, and other fields. Herein, we report the synthesis of α-selenomethylketones through the reaction of vinyl azides with arylselenols and benzylselenol. This protocol has the advantages of releasing only nitrogen as a benign byproduct, using air as an environmentally friendly initiator, a very short duration, mild reaction conditions, and broad substrate compatibility. The results of exploratory studies show that oxygen in the air is used as the initiator to promote this radical cascade reaction.

Publication Details

Journal
Figshare
Published
2025-03-28
DOI
https://doi.org/10.1021/acs.joc.4c03085.s001
Primary Topic
Genetic diversity and population structure
Type
article
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article

A Route to the MildSynthesis of α‑Selenomethylketonesvia Vinyl Azides

Figshare
Genetic diversity and population structure
article

A Route to the MildSynthesis of α‑Selenomethylketonesvia Vinyl Azides

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Abstract

Organic selenium compounds are important molecules with a wide range of applications in pharmaceuticals, organic materials, catalysis, and other fields. Herein, we report the synthesis of α-selenomethylketones through the reaction of vinyl azides with arylselenols and benzylselenol. This protocol has the advantages of releasing only nitrogen as a benign byproduct, using air as an environmentally friendly initiator, a very short duration, mild reaction conditions, and broad substrate compatibility. The results of exploratory studies show that oxygen in the air is used as the initiator to promote this radical cascade reaction.

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Genetic diversity and population structure
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A Route to the MildSynthesis of α‑Selenomethylketonesvia Vinyl Azides · Figshare (2025) | TGRS Research Map | TGRS