A Metal‐Free Photochemical Atom Transfer Radical Addition of CBr<sub>4</sub> onto Alkenes as a Key Step for Their Conversion to Propargylamines

Abstract Α green and sustainable metal‐free photochemical protocol for the atom transfer radical addition (ATRA) of carbon tetrabromide onto alkenes was developed. Phenylglyoxylic acid was employed as the photoinitiator to promote the water‐mediated anti‐ Markovnikov photochemical addition. A vast variety of alkenes was employed successfully, providing the corresponding products in good to high yields with excellent regioselectivity. The photochemical protocol found an application towards the three‐step synthesis of secondary or tertiary propargylamines starting from alkenes.

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Publication Details

Journal
European Journal of Organic Chemistry
Published
2024-08-12
DOI
https://doi.org/10.1002/ejoc.202400733
Citations
7
Primary Topic
Radical Photochemical Reactions
Type
article
Field-Weighted Citation Impact
1.75
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article

A Metal‐Free Photochemical Atom Transfer Radical Addition of CBr4 onto Alkenes as a Key Step for Their Conversion to Propargylamines

Olga G. Mountanea, Christiana Mantzourani, George Kokotos, Petros L. Gkizis et al.
7 citations
European Journal of Organic Chemistry
Radical Photochemical Reactions
1.75
article

A Metal‐Free Photochemical Atom Transfer Radical Addition of CBr4 onto Alkenes as a Key Step for Their Conversion to Propargylamines

Olga G. Mountanea, Christiana Mantzourani, George Kokotos, Petros L. Gkizis, Vasiliki A. Panagiotari, Iliana I. Kontara
article en
7 citations

Abstract

Abstract Α green and sustainable metal‐free photochemical protocol for the atom transfer radical addition (ATRA) of carbon tetrabromide onto alkenes was developed. Phenylglyoxylic acid was employed as the photoinitiator to promote the water‐mediated anti‐ Markovnikov photochemical addition. A vast variety of alkenes was employed successfully, providing the corresponding products in good to high yields with excellent regioselectivity. The photochemical protocol found an application towards the three‐step synthesis of secondary or tertiary propargylamines starting from alkenes.

European Journal of Organic ChemistryVol. 27(45)
National and Kapodistrian University of Athens (GR)
Responsible consumption and production
Openalex Percentile: Top 17%
Radical Photochemical Reactions
1.75
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