Chinese Journal of Organic Chemistry >
Cu-Catalyzed Regioselective Heteroarylation of C(sp³)—H Bond Induce by Sulfonyl Group
Received date: 2024-06-22
Revised date: 2024-07-09
Online published: 2024-07-25
Supported by
National Natural Science Foundation of China(22001185); Natural Science Foundation of the Jiangsu Higher Education Institutions of China(23KJA150007)
The regioselective carbon-hydrogen bond functionalization reaction in atom- and step-economy holds significant potential for the late-stage elaboration of complex molecules and natural products. In recent years, the hydrogen atom transfer strategy involving radicals has garnered considerable attention from chemists due to its high chemoselectivity and regioselectivity. However, owing to the marginal differences in bond dissociation energies (BDEs) among C(sp³)—H bonds, hydrogen atom transfer reactions mediated by alkyl radicals remain less-developed. A copper-catalyzed sulfone-induced regioselective C(sp³)—H bond heteroarylation reaction was reported. This strategy utilizes the α-alkyl radical of sulfone as an intramolecular hydrogen abstraction reagent, enabling the regioselective formation of carbon-nitrogen bonds under copper catalysis.
Huiying Liu , Zhongtian Wu , Haotian Li , Xinxin Wu . Cu-Catalyzed Regioselective Heteroarylation of C(sp³)—H Bond Induce by Sulfonyl Group[J]. Chinese Journal of Organic Chemistry, 2025 , 45(1) : 297 -306 . DOI: 10.6023/cjoc202406034
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