Photoinduced Metal-/Additive-Free Difluoromethylation of N-Heteroaromatics

Congjun Zhu , Yangyang Shen , Tao Guo , Qing Yang , Dongpu Zhao , Huiqing Yang , Jin Xie

Chinese Journal of Chemistry ›› 2025, Vol. 43 ›› Issue (8) : 905 -910.

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Chinese Journal of Chemistry ›› 2025, Vol. 43 ›› Issue (8) : 905 -910. DOI: 10.1002/cjoc.202401153
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Photoinduced Metal-/Additive-Free Difluoromethylation of N-Heteroaromatics

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Abstract

Herein, we report a photo-induced, metal-/additive-free protocol for the difluoromethylation of N-heteroaromatics with [bis(difluoroacetoxy)iodo]benzene as the difluoromethylation reagent. The protocol affords difluoromethylated N-heteroaromatics in moderate to good yield (up to 91%). The transformation is compatible with a wide range of substrates and has good tolerance towards various functional groups. Moreover, the synthetic value of this method is further demonstrated by applications in gram-scale synthesis and the late-stage functionalization of biologically important molecules.

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Difluoromethylation / N-Heterocycles / Metal-/additive-free / Photoinduced / Radical reaction

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Congjun Zhu, Yangyang Shen, Tao Guo, Qing Yang, Dongpu Zhao, Huiqing Yang, Jin Xie. Photoinduced Metal-/Additive-Free Difluoromethylation of N-Heteroaromatics. Chinese Journal of Chemistry, 2025, 43(8): 905-910 DOI:10.1002/cjoc.202401153

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