title: Amidinyl Radical Formation through Anodic N-H Bond Cleavage and Its Application in Aromatic C-H Bond Functionalization.
abstract: We report herein an atom-economical and sustainable approach to access amidinyl radical intermediates through the anodic cleavage of N-H bonds. The resulting nitrogen-centered radicals undergo cyclizations with (hetero)arenes, followed by rearomatization, to afford functionalized tetracyclic benzimidazoles in a highly straightforward and efficient manner. This metal- and reagent-free C-H/N-H cross-coupling reaction exhibits a broad substrate scope and proceeds with high chemoselectivity.
authors.affiliation: iChEM, State Key Laboratory of Physical Chemistry of Solid Surfaces, Key Laboratory of Chemical Biology of Fujian Province and, College of Chemistry and Chemical Engineering, Xiamen University, Xiamen, 361005, P.R. China.
authors.forename: Huai-Bo
authors.initials: HB
authors.lastname: Zhao
authors.affiliation: iChEM, State Key Laboratory of Physical Chemistry of Solid Surfaces, Key Laboratory of Chemical Biology of Fujian Province and, College of Chemistry and Chemical Engineering, Xiamen University, Xiamen, 361005, P.R. China.
authors.forename: Zhong-Wei
authors.initials: ZW
authors.lastname: Hou
authors.affiliation: iChEM, State Key Laboratory of Physical Chemistry of Solid Surfaces, Key Laboratory of Chemical Biology of Fujian Province and, College of Chemistry and Chemical Engineering, Xiamen University, Xiamen, 361005, P.R. China.
authors.forename: Zhan-Jiang
authors.initials: ZJ
authors.lastname: Liu
authors.affiliation: iChEM, State Key Laboratory of Physical Chemistry of Solid Surfaces, Key Laboratory of Chemical Biology of Fujian Province and, College of Chemistry and Chemical Engineering, Xiamen University, Xiamen, 361005, P.R. China.
authors.forename: Ze-Feng
authors.initials: ZF
authors.lastname: Zhou
authors.affiliation: Fujian Institute of Research on Structure of Matter, Chinese Academy of Sciences, Fuzhou, 350002, P.R. China.
authors.forename: Jinshuai
authors.initials: J
authors.lastname: Song
authors.affiliation: iChEM, State Key Laboratory of Physical Chemistry of Solid Surfaces, Key Laboratory of Chemical Biology of Fujian Province and, College of Chemistry and Chemical Engineering, Xiamen University, Xiamen, 361005, P.R. China.
authors.forename: Hai-Chao
authors.identifier: 0000-0002-3008-5143
authors.initials: HC
authors.lastname: Xu
keywords: benzimidazoles; cyclization; electrochemistry; heterocycles; radicals