Photoredox radical Truce–Smiles rearrangement of <i>N</i>-sulfinyl acrylamides with sulfoxonium ylides

The visible light-induced Truce-Smiles rearrangement reaction of <i>N</i>-sulfinyl acrylamides with sulfoxonium ylides is herein reported. The reaction is performed under mild conditions by radical addition/aryl migration, allowing the synthesis of a range of valuable α-arylamides in moderate to good yields. The resultant α-aryl-γ-benzoylamides were converted by late-stage modification to a number of synthetically valuable derivatives.

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Publication Details

Journal
Chemical Communications
Published
2025-01-01
DOI
https://doi.org/10.1039/d5cc03513a
Citations
4
Primary Topic
Radical Photochemical Reactions
Type
article
Field-Weighted Citation Impact
3.74

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article

Photoredox radical Truce–Smiles rearrangement of N-sulfinyl acrylamides with sulfoxonium ylides

Huawen Huang, Lin Tian, Lei Xiao, Pu Chen
4 citations
Chemical Communications
Radical Photochemical Reactions
3.74
article

Photoredox radical Truce–Smiles rearrangement of N-sulfinyl acrylamides with sulfoxonium ylides

Huawen Huang, Lin Tian, Lei Xiao, Pu Chen
article en
4 citations

Abstract

The visible light-induced Truce-Smiles rearrangement reaction of <i>N</i>-sulfinyl acrylamides with sulfoxonium ylides is herein reported. The reaction is performed under mild conditions by radical addition/aryl migration, allowing the synthesis of a range of valuable α-arylamides in moderate to good yields. The resultant α-aryl-γ-benzoylamides were converted by late-stage modification to a number of synthetically valuable derivatives.

Chemical CommunicationsVol. 61(70)
Xiangtan University (CN)
National Natural Science Foundation of China
Openalex Percentile: Top 7%
Radical Photochemical Reactions
3.74
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