N-七氟异丙硫基邻苯二甲酰亚胺:一种广泛适应的七氟异丙硫基化试剂  

N-heptafluoroisopropylthiophthalimide: a versatile heptafluoroisopropylthiolating reagent

作　　者：童超来 袁文娟 徐修华[1] 卿凤翎[1] Chao-Lai Tong;Wen-Juan Yuan;Xiu-Hua Xu;Feng-Ling Qing(Key Laboratory of Organofluorine Chemistry,Shanghai Institute of Organic Chemistry,Chinese Academy of Sciences,Shanghai 200032,China)

机构地区：[1]中国科学院上海有机化学研究所,先进氟氮材料重点实验室,上海200032

出　　处：《中国科学：化学》2023年第3期537-543,共7页SCIENTIA SINICA Chimica

基　　金：国家自然科学基金(编号:21991211);国家重点研发计划(编号:2021CYFF0701700)资助项目。

摘　　要：本文报道一种稳定且广泛适应的七氟异丙硫基化试剂——N-七氟异丙硫基邻苯二甲酰亚胺(Phth-SCF(CF_(3))_(2)).该试剂通过二硫代邻苯二甲酰亚胺和七氟异丙基银的反应合成,并被应用于多种类型的七氟异丙硫基化反应,包括烷基卤代物的亲核取代反应、醇的脱氧反应、吲哚的芳香亲电取代反应、烯烃的自由基反应以及炔烃的偶联反应.A shelf-stable and versatile heptafluoroisopropylthiolating reagent N-heptafluoroisopropylthiophthalimide (Phth-SCF(CF_(3))_(2))was developed.It is readily accessible from the reaction of di(1-phthalimidyl)disulfane with AgCF(CF_(3))_(2).The widely synthetic application of this reagent has been demonstrated by nucleophilic substitution of alkyl halides,deoxygenative heptafluoroisopropylthiolation of alcohols,electrophilic aromatic substitution of indoles,radical heptafluoroisopropylthiolation of alkenes,and cross-coupling with alkynes.

关 键 词：氟烷基化试剂 七氟异丙硫基化 亲电反应 亲核反应 自由基反应 

分 类 号：TQ421.12[化学工程] O621.25[理学—有机化学]