Silver‐Mediated In‐Situ Generation of Alkynyl Selenium Intramolecular AAC Click Reactions

Abstract A simple and efficient Ag‐catalyzed tandem selanylation/cyclization of o ‐alkynyl benzylazides/ o ‐alkynyloxy benzylazides with diselenides has been developed. The reaction afforded a series of 3‐seleno‐8H‐[1,2,3]triazolo[5,1‐a]isoindoles and 3‐seleno‐4 H ,10 H ‐benzo[f][1,2,3]triazolo[5,1‐c][1,4]oxazepanes in moderate to good yields. The mechanistic study revealed that the intramolecular AAC reaction of an alkynyl selenium intermediate occurred. The synthesized compound 3 k showed potent cancer cell‐growth inhibition activities.

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Publication Details

Journal
Advanced Synthesis & Catalysis
Published
2025-02-18
DOI
https://doi.org/10.1002/adsc.202500098
Citations
3
Primary Topic
Radical Photochemical Reactions
Type
article
Field-Weighted Citation Impact
2.81
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article

Silver‐Mediated In‐Situ Generation of Alkynyl Selenium Intramolecular AAC Click Reactions

Yan‐yan Chen, Jeffrey Cao, Yihuan Zhou, Mei-Lin Ren et al.
3 citations
Advanced Synthesis & Catalysis
Radical Photochemical Reactions
2.81
article

Silver‐Mediated In‐Situ Generation of Alkynyl Selenium Intramolecular AAC Click Reactions

Yan‐yan Chen, Jeffrey Cao, Yihuan Zhou, Mei-Lin Ren, Xi-Rui Gong
article en
3 citations

Abstract

Abstract A simple and efficient Ag‐catalyzed tandem selanylation/cyclization of o ‐alkynyl benzylazides/ o ‐alkynyloxy benzylazides with diselenides has been developed. The reaction afforded a series of 3‐seleno‐8H‐[1,2,3]triazolo[5,1‐a]isoindoles and 3‐seleno‐4 H ,10 H ‐benzo[f][1,2,3]triazolo[5,1‐c][1,4]oxazepanes in moderate to good yields. The mechanistic study revealed that the intramolecular AAC reaction of an alkynyl selenium intermediate occurred. The synthesized compound 3 k showed potent cancer cell‐growth inhibition activities.

Advanced Synthesis & CatalysisVol. 367(9)
Guangxi Medical University (CN), Guilin Medical University (CN)
Openalex Percentile: Top 12%
Radical Photochemical Reactions
2.81
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