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- Title
Amidinyl Radical Formation through Anodic N−H Bond Cleavage and Its Application in Aromatic C−H Bond Functionalization.
- Authors
Zhao, Huai ‐ Bo; Hou, Zhong ‐ Wei; Liu, Zhan ‐ Jiang; Zhou, Ze ‐ Feng; Song, Jinshuai; Xu, Hai ‐ Chao
- 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.
- Subjects
CARBON-hydrogen bonds; AMIDYL radicals; BENZIMIDAZOLES; CHEMOSELECTIVITY; AROMATIZATION
- Publication
Angewandte Chemie, 2017, Vol 129, Issue 2, p602
- ISSN
0044-8249
- Publication type
Article
- DOI
10.1002/ange.201610715