Photo-induced and azide anion-facilitated atom transfer cyclization of <i>N</i> -allyl-2-bromoamides

NaN<sub>3</sub> can facilitate the bromine atom transfer radical cyclization (ATRC) of <i>N</i>-allyl-2-bromoamides under visible light irradiation. The beneficial effect of NaN<sub>3</sub> is attributable to the activating interaction between the azide anion and the C-Br bond in <i>N</i>-allyl-2-bromoamides. The reaction provides a metal-free approach toward γ-lactams.

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Publication Details

Journal
Chemical Communications
Published
2025-12-17
DOI
https://doi.org/10.1039/d5cc05442g
Primary Topic
Radical Photochemical Reactions
Type
article
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article

Photo-induced and azide anion-facilitated atom transfer cyclization of N -allyl-2-bromoamides

Chemical Communications
Radical Photochemical Reactions
article

Photo-induced and azide anion-facilitated atom transfer cyclization of N -allyl-2-bromoamides

article en

Abstract

NaN<sub>3</sub> can facilitate the bromine atom transfer radical cyclization (ATRC) of <i>N</i>-allyl-2-bromoamides under visible light irradiation. The beneficial effect of NaN<sub>3</sub> is attributable to the activating interaction between the azide anion and the C-Br bond in <i>N</i>-allyl-2-bromoamides. The reaction provides a metal-free approach toward γ-lactams.

Chemical CommunicationsVol. 62(6)
Lanzhou University (CN)
Openalex Percentile: Top 34%
Radical Photochemical Reactions
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Photo-induced and azide anion-facilitated atom transfer cyclization of <i>N</i> -allyl-2-bromoamides · Chemical Communications (2025) | TGRS Research Map | TGRS