铜催化环硫乙烷和硫乙烷中碳-硫键与高价碘试剂的氧炔基化反应
Copper-Catalyzed Oxyalkynylation of C-S Bonds in Thiiranes and Thiethanes with Hypervalent Iodine Reagents.
作者信息
Borrel Julien, Pisella Guillaume, Waser Jerome
机构信息
Laboratory of Catalysis and Organic Synthesis, Institute of Chemical Sciences and Engineering , Ecole Polytechnique Fédérale de Lausanne , EPFL SB ISIC LCSO, BCH 1402, 1015 Lausanne , Switzerland.
出版信息
Org Lett. 2020 Jan 17;22(2):422-427. doi: 10.1021/acs.orglett.9b04157. Epub 2019 Dec 31.
We report the oxyalkynylation of thiiranes and thietanes using ethynylbenziodoxolone reagents (EBXs) to readily access functionalized building blocks bearing an alkynyl, a benzoate, and an iodide group. The reaction proceeds with high atom efficiency most likely through an alkynyl-episulfonium intermediate. The transformation is copper-catalyzed and compatible with a large array of thiiranes and thietanes.
我们报道了使用乙炔基苯碘酰氧试剂（EBXs）对硫杂环丙烷和硫杂环丁烷进行氧炔基化反应，从而轻松获得带有炔基、苯甲酸酯和碘基团的功能化结构单元。该反应很可能通过炔基 - 环硫鎓中间体以高原子效率进行。该转化反应由铜催化，并且与多种硫杂环丙烷和硫杂环丁烷兼容。
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