Photoinitiated Stereoselective Direct C(sp²)-H Perfluoroalkylation and Difluoroacetylation of Enamides

Kai Zhao,*^a, Jing-Yu Guo,*^a Ting Guan,^a Ying-Xue Wang,^a Ji-Yu Tao,^a Yu Zhang,^b Qing-Hong Zhang,^a Kun Ni^a and Teck-Peng Loh*^a,c

^aInstitute of Advanced Synthesis, School of Chemistry and Molecular Engineering, Jiangsu National Synergetic Innovation Center for Advanced Materials, Nanjing Tech University, Nanjing 211816, China.

E-mail: ias_kzhao@njtech.edu.cn

^bCollege of Chemical Engineering, Nanjing Forestry University, Nanjing 210037, China.

^cDivision of Chemistry and Biological Chemistry, School of Physical and Mathematical Sciences, Nanyang Technological University, Singapore 637371, Singapore.

Abstract: A photoinitiated perfluoroalkylative coupling of enamides with perfluoroalkyl iodides and a visible-light-induced difluoroacetylation of enamides with ethyl bromodifluoroacetate have been developed, respectively. Those transformations allow the efficacious and straightforward incorporation of biologically and physiologically privileged fluoro-containing moieties into synthetically eminent enamide scaffolds with excellent regio- and stereoselectivities under mild and environmentally friendly conditions

Org. Chem. Front., 2021, 8, 4086-4094. (2020年影响因子: 5.281).

论文链接：https://doi.org/10.1039/D1QO00605C

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