三组分串联反应合成苯并硫氮杂卓衍生物  

Three-component Cascade Reaction to Synthesize Benzothiazepinones Derivatives

作　　者：张杰 吴庆国 贾纪萍[1] 吴卓航 唐盈盈 耿梦囡 汤伟 ZHANG Jie;WU Qing-guo;JIA Ji-ping;WU Zhuo-hang;TANG Ying-ying;GENG Meng-nan;TANG Wei(College of Animal Pharmacetical Sciences,Jiangsu Agri-animal Husbandry Vocational College,Taizhou 225300,China)

机构地区：[1]江苏农牧科技职业学院动物药学院,江苏泰州225300

出　　处：《化学试剂》2022年第1期153-159,共7页Chemical Reagents

基　　金：江苏农牧科技职业学院博士科研启动基金项目(NSF2021CB06);江苏省大学生创新计划项目(20211280-6014Y);江苏省高校自然科学基金面上项目(21KJB150008)。

摘　　要：以原位生成的芳基重氮盐为自由基源,在无过渡金属条件下,以单质硫作为硫源,利用碘化钾促进的2-(1H-吡咯-1-基)苯胺/单质硫/炔三组分自由基串联反应,经过自由基型的单质硫插入/加成/环化等过程,成功构建了20个苯并硫氮杂卓衍生物,通过^(1)HNMR、^(13)CNMR和HR-MS对产物的结构进行确证。反应产率为45%~73%,底物适用范围较广并具有良好的官能团兼容性。通过自由基捕获实验结合液质分析,推测了反应过程可能产生的中间体。Using aryldiazonium salt in-situ generated as radical source,an efficient KI promoted three-component radical series reaction of 1-(2-aminoaryl)pyrroles,elemental sulfur and alkyne for constructing of benzothiazepinones through radical insertion of sulfur,addition and cyclization under transition-metal-free conditions has been developed.Elemental sulfur acted as sulfur source.The structures of the corresponding products were characterized by ^(1)HNMR,^(13)CNMR and HR-MS.Twenty kinds of benzothiazepinones derivatives were obtained in 45%~73%yields with good functional group compatibility and the method had advantages of wide raw material sources.Through free radical capture experiment and LC-MS,the possible intermediate specie was speculated.

关 键 词：单质硫 无过渡金属 三组分反应 自由基 苯并硫氮杂卓 

分 类 号：O621.25[理学—有机化学]