Amidinyl Radical Formation through Anodic N−H Bond Cleavage and Its Application in Aromatic C−H Bond Functionalization

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• 作者：Huai-Bo Zhao ; Zhong-Wei Hou ; Zhan-Jiang Liu ; Ze-Feng Zhou ; Dr. Jinshuai Song and Prof. Dr. Hai-Chao Xu
• 刊名：Angewandte Chemie International Edition
• 出版年：2017
• 出版时间：January 9, 2017
• 年：2017
• 卷：56
• 期：2
• 页码：587-590
• 全文大小：1474K
• ISSN：1521-3773

文摘

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.