The site-selective C-H fluorination of heteroarenes is a straightforward approach to accessing valuable heteroaryl fluorides but remains a formidable challenge.Herein,we report a general strategy for visible-light-ind...The site-selective C-H fluorination of heteroarenes is a straightforward approach to accessing valuable heteroaryl fluorides but remains a formidable challenge.Herein,we report a general strategy for visible-light-induced C-H fluorination of heteroarenes via the merger of N-F fluorinating reagents and silane.Electron paramagnetic resonance experiments provide evidence for the homolytic cleavage of the N-F bond under blue light-emitting diode irradiation,which is the key step in the process.This transformation is metal-free,photocatalysts-free,and site-selective under mild reaction conditions(ambient temperature,visible-light irradiation,tolerant to H2O).The robustness of this protocol has also been highlighted by late-stage modification of complex and medicinally relevant molecules.展开更多
基金financial support from the National Natural Science Foundation of China (grant no.22201121)Jiangxi Provincial Natural Science Foundation (grant nos.20224BAB213006 and 20232BAB203002).
文摘The site-selective C-H fluorination of heteroarenes is a straightforward approach to accessing valuable heteroaryl fluorides but remains a formidable challenge.Herein,we report a general strategy for visible-light-induced C-H fluorination of heteroarenes via the merger of N-F fluorinating reagents and silane.Electron paramagnetic resonance experiments provide evidence for the homolytic cleavage of the N-F bond under blue light-emitting diode irradiation,which is the key step in the process.This transformation is metal-free,photocatalysts-free,and site-selective under mild reaction conditions(ambient temperature,visible-light irradiation,tolerant to H2O).The robustness of this protocol has also been highlighted by late-stage modification of complex and medicinally relevant molecules.
