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Base-promoted nucleophilic fluoroarenes substitution of CF bonds
Authors:Ji Su  Qian Chen  Le Lu  Yuan Ma  George Hong Lok Auyoung  Ruimao Hua
Institution:1. Department of Chemistry, Tsinghua University, Beijing 100084, China;2. Ferguson (Wuhan) Biotechnologies Ltd. Wuhan 430014, China
Abstract:With the use of KOH/DMSO as the superbase medium, the nucleophilic fluoroarene substitution for C/>F bonds is presented. The transformation proceeds smoothly with the use of fluoroarenes bearing not only electron-withdrawing group, but also electron-donating group and a variety of nucleophiles such as alcohols, phenols, amines, amides and nitrogen-heterocyclic compounds. The double nucleophilic substitution using <em>ortho</em>-difluoroarenes and nucleophiles bearing <em>ortho</em>-dinucleophilic groups results in the formation of 2,3-dihydro-1,4-benzodioxins, dibenzob,e]1,4]dioxins and 10<em>H</em>-phenoxazines in moderate to good yields.</td>
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Keywords:Base-promoted  Fluoroarenes  Nucleophilic substitution  C-F bond functionalization
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