使用环状二酰基过氧化物原位生成的卤化试剂进行磺胺定向的化学和位点选择性氧化卤化/氨基化反应。
Sulfonamide-Directed Chemo- and Site-Selective Oxidative Halogenation/Amination Using Halogenating Reagents Generated in Situ from Cyclic Diacyl Peroxides.
机构信息
Shenzhen Graduate School , Harbin Institute of Technology , Shenzhen 518055 , China.
MIIT Key Laboratory of Critical Materials Technology for New Energy Conversion and Storage, School of Chemistry and Chemical Engineering , Harbin Institute of Technology , Harbin 150001 , China.
出版信息
J Org Chem. 2018 Mar 16;83(6):3305-3315. doi: 10.1021/acs.joc.8b00243. Epub 2018 Mar 2.
The combination of cyclic diacyl peroxides with commercially available halide salts as a unique halogenating system is utilized in Hofmann-Löffler-Freytag-type reaction. This strategy allows for the formation of N-chloroamides, δ-brominated products, and even biologically relevant pyrrolidines under mild conditions in moderate to excellent yields. Meanwhile, the preliminary structure of the in situ formed brominating reagent is investigated by NMR and UV/vis analysis.
环状二酰基过氧化物与市售卤化物盐组合形成独特的卤化体系，用于霍夫曼-洛夫勒-弗雷塔格型反应。该策略在温和条件下，以中等至优异的产率实现了 N-氯酰胺、δ-溴化产物，甚至生物相关吡咯烷的形成。同时，通过 NMR 和 UV/vis 分析研究了原位形成的溴化试剂的初步结构。
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