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Weimin Shi Jingjie Zhang Fengqian Zhao Wei Wei Fang Liang Yin Zhang Prof. Dr. Shaolin Zhou 《Chemistry (Weinheim an der Bergstrasse, Germany)》2020,26(65):14823-14827
In this work, a mild and transition-metal-free approach for the nucleophilic aromatic substitution (SNAr) of unactivated fluoroarenes with primary aliphatic amines to form aromatic amines is reported. This reaction is facilitated by the formation of cationic fluoroarene radical intermediates in the presence of an acridinium-based organic photocatalyst under blue-light irradiation. Various electron-rich and electron-neutral fluoroarenes are competent electrophiles for this transformation. A wide range of primary aliphatic amines, including amino acid esters, dipeptides, and linear and branched amines are suitable nucleophiles. The synthetic utility of this protocol is demonstrated by the late-stage functionalization of several complex drug molecules. 相似文献
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