ACS Catalysis
ACS Catalysis
5 years ago

Electrochemical Synthesis of Polycyclic N-Heteroaromatics through Cascade Radical Cyclization of Diynes

Electrochemical Synthesis of Polycyclic N-Heteroaromatics through Cascade Radical Cyclization of Diynes
Jinshuai Song, Zhong-Wei Hou, Zhong-Yi Mao, Hai-Chao Xu
An electrochemical cyclization reaction of easily available urea-tethered diynes has been developed for the synthesis of nitrogen-doped polycyclic aromatic hydrocarbons (PAHs). The employment of ferrocene as a mild and selective redox catalyst allows access to a variety of electron-rich PAHs including helicene-like structures without overoxidation. The electrosynthetic method involves an unprecedented amidyl radical cascade cyclization process to form three rings in a single operation.

Publisher URL: http://dx.doi.org/10.1021/acscatal.7b02105

DOI: 10.1021/acscatal.7b02105

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