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
The photocatalytic C–P bond formation reaction involving phosphoryl radicals provides a powerful strategy in phosphorus chemistry.However,the engagement of the phosphoryl radical-forming reaction without stoichiometr...The photocatalytic C–P bond formation reaction involving phosphoryl radicals provides a powerful strategy in phosphorus chemistry.However,the engagement of the phosphoryl radical-forming reaction without stoichiometric oxidants or radical initiators has proven difficult.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.
基金support from the National Natural Science Foundation of China(nos.22088102,21933007,and 22193013)the Ministry of Science and Technology of China(nos.2017YFA0206903,2021YFA1500102,and 2021YFA1500802)+1 种基金the Strategic Priority Research Program of the Chinese Academy of Science(no.XDB17000000)the Key Research Program of Frontier Sciences of the Chinese Academy of Science(no.QYZDY-SSW-JSC029).
文摘The photocatalytic C–P bond formation reaction involving phosphoryl radicals provides a powerful strategy in phosphorus chemistry.However,the engagement of the phosphoryl radical-forming reaction without stoichiometric oxidants or radical initiators has proven difficult.
