Institute of Chemistry and BioMedical Sciences, Jiangsu Key Laboratory of Advanced Organic Materials, School of Chemistry and Chemical Engineering , Nanjing University , Nanjing 210093 , China.
Department of Chemistry and Biochemistry , Texas Tech University , Lubbock , Texas 79409-1061 , United States.
Org Lett. 2019 Feb 15;21(4):1216-1220. doi: 10.1021/acs.orglett.9b00201. Epub 2019 Jan 30.
The first report of the in situ capture of the SO fragment of the trifluoromethylsulfonyl radical is described here. With cyclobutanone oximes as representative alkyl radical precursors, vinyl triflates and allyl trifluoromethylsulfones were employed as radical acceptors and SO sources to provide various β-ketosulfones and allylsulfones, known to be significant building blocks. Without the use of any additives including external SO gas, the reaction was performed under mild photoredox- or metal-catalytic conditions while tolerating various functional groups.
这里描述了首例三氟甲基磺酰基自由基的 SO 片段的原位捕获的报道。以环丁酮肟作为代表性的烷基自由基前体,乙烯基三氟甲磺酸酯和烯丙基三氟甲基砜被用作自由基受体和 SO 源,以提供各种β-酮砜和烯丙基砜,这些化合物是重要的构建块。在无需使用任何添加剂(包括外部 SO 气体)的情况下,反应在温和的光氧化还原或金属催化条件下进行,同时容忍各种官能团。