Photoexcitation of Dihydroquinazolinone Anionic Compounds:Difluoroalkylarylation and Difluoroalkylamination of Alkenes  

作　　者：Jian-Xiong Yang Jia-Qing Hu Qi Wen Jie Xu Yan Zhang Heng Jiang 

机构地区：[1]School of Chemistry and Chemical Engineering,Chemistry and Biomedicine Innovation Center(Chem BIC),Nanjing University,Nanjing 210023 [2]Shanghai Key Laboratory for Molecular Engineering of Chiral Drugs,Shanghai Frontiers Science Center of Drug Target Identification and Delivery,School of Pharmaceutical Sciences,Shanghai Jiao Tong University,Shanghai 200240

出　　处：《CCS Chemistry》2024年第10期2549-2559,共11页中国化学会会刊（英文）

基　　金：the National Natural Science Foundation of China(grant nos.22101176 and 22137003).

摘　　要：The direct excitation of dihydroquinazolinone(DHQ)anions by visible light has been demonstrated by photophysical experiments.The excited-state DHQ anion serves as both a potent reductant and a radical precursor in a redox neutral radical cascade,circumventing the use of an external photoredox catalyst.Various gem-difluoroalkyl radicals(CF_(2)H and CF_(2)R)are produced from the excited-state DHQ anions,leading to the first example of intermolecular 1,2-difluoroalkylarylation(CF_(2)H-and CF_(2)R-arylation)of alkenes in overall redox-neutral manner.Similarly,1,2-difluoroalkylamination of styrenes has also been realized,offering a practical pathway for the preparation of diverseβ-CF_(2)H amines.This general and efficient strategy for the generation of CF_(2)H and CF_(2)R radicals exhibits great potential for applications in drug discovery.

关 键 词：excited state anion difluoromethyl radical DIFLUOROMETHYLATION PHOTOCHEMISTRY radical chemistry 

分 类 号：O62[理学—有机化学]