Zhang Juan, Xu Chengyuan, Wu Wei, Cao Song
Shanghai Key Laboratory of Chemical Biology, School of Pharmacy, East China University of Science and Technology (ECUST), Shanghai, 200237, China.
Chemistry. 2016 Jul 11;22(29):9902-8. doi: 10.1002/chem.201601483. Epub 2016 May 31.
A novel copper-free highly stereoselective cyanation of gem-difluoroalkenes by using benzyl nitrile as a cyanating reagent with the assistance of tBuOLi under air atmosphere at room temperature was developed. A variety of versatile fluorinated alkenyl nitriles were obtained. The proposed mechanism involved the C-H bond oxidation, C-CN bond cleavage, and then nucleophilic vinylic substitution (SN V).
开发了一种新颖的无铜高立体选择性氰化偕二氟烯烃的方法,该方法使用苄腈作为氰化试剂,在室温下的空气气氛中,在叔丁醇锂的辅助下进行。得到了多种通用的氟化烯基腈。提出的机理涉及C-H键氧化、C-CN键裂解,然后是亲核乙烯基取代(SN V)。