Copper-Catalyzed Tandem Cyclization/Chalcogenation with Elemental S8/Se: Concise Synthesis of 3‑(β-Hydroxychalcogen)benzofurans

A novel copper-catalyzed cyclization/chalcogenation of o-alkynylphenols with epoxides and elemental S8/Se was developed for the synthesis of a 3-chalcogen-benzofuran architecture in a domino process with no intermediate isolation or purification. Various sensitive functional groups were compatible a...

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Veröffentlicht in:Journal of organic chemistry 2024-07, Vol.89 (13), p.9641-9646
Hauptverfasser: Dong, Zhe, Li, Zhonghui, Hu, Penghua, Guo, Tao, Zhang, Panke, Zhu, Congjun
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Sprache:eng
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Zusammenfassung:A novel copper-catalyzed cyclization/chalcogenation of o-alkynylphenols with epoxides and elemental S8/Se was developed for the synthesis of a 3-chalcogen-benzofuran architecture in a domino process with no intermediate isolation or purification. Various sensitive functional groups were compatible at room temperature and furnished chalcogenation derivatives in moderate to good yields.
ISSN:0022-3263
1520-6904
1520-6904
DOI:10.1021/acs.joc.4c00077