Zhang Min, Lin Jin-Hong, Xiao Ji-Chang
Key laboratory of organofluorine chemistry, Shanghai Institute of Organic Chemistry, University of Chinese Academy of Sciences, Chinese Academy of Science, 345 Lingling Road, Shanghai, 200032, China.
Angew Chem Int Ed Engl. 2019 Apr 23;58(18):6079-6083. doi: 10.1002/anie.201900466. Epub 2019 Mar 26.
Difluoromethylation is a straightforward and widely applied strategy used to incorporate HCF into organic molecules. In contrast, cyanation reagents are typically volatile or highly toxic, or they require harsh reaction conditions. Incorporation of both CN and HCF into organic molecules, such as alkenes, is a worthwhile but challenging task. A method for photocatalyzed cyanodifluoromethylation of alkenes has been developed, which employs a Ph P CF CO /NaNH (or NH ) reagent system. Ph P CF CO functions as both the HCF and CN carbon source. A cyanide anion is generated in situ under mild conditions, thereby avoiding the use of toxic cyanation reagents. The photocatalytic method permits cyanodifluoromethylation of a range of alkenes under mild room temperature conditions. The CN group within the products may be further derivatized by standard methods.
二氟甲基化是一种直接且广泛应用的策略，用于将HCF引入有机分子中。相比之下，氰化试剂通常具有挥发性或剧毒，或者需要苛刻的反应条件。将CN和HCF同时引入有机分子（如烯烃）中是一项有价值但具有挑战性的任务。已经开发出一种用于烯烃光催化氰基二氟甲基化的方法，该方法采用PhP CF CO /NaNH （或NH ）试剂体系。PhP CF CO 既作为HCF又作为CN的碳源。在温和条件下原位生成氰根阴离子，从而避免使用有毒的氰化试剂。该光催化方法允许在温和的室温条件下对一系列烯烃进行氰基二氟甲基化。产物中的CN基团可通过标准方法进一步衍生化。
