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Cercosporin-Photocatalyzed [4+1]- and [4+2]-Annulations of Azoalkenes Under Mild Conditions
Published on: July 17, 2020
Isoquinolinium Photooxidant for Arene C-H Amination
Taku Wakabayashi1, Yaoyue Liu1, Itziar Guerrero1
1School of Chemistry, Chemical Engineering and Biotechnology, Nanyang Technological University, Singapore 637371, Singapore.
None:
We herein report a potent photocatalytic system for arene C-H amination utilizing an isoquinolinium photooxidant. The key to the process involves in situ protonation of neutral isoquinoline precatalyst IQ1. Resulting isoquinolinium IQ1•H+ exhibits a high excited-state reduction potential (+2.33 V vs SCE), enabling single-electron-transfer oxidation of inert arenes. The optimized reaction system demonstrates a broad scope, including electronically neutral arenes and various pharmaceutical small molecules with azoles and pyridines.
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