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Visible-light-induced aerobic C3-H fluoroalkoxylation of quinoxalin-2(1H)-ones with fluoroalkyl alcohols.


ABSTRACT: A novel and efficient method of visible-light-induced C3-H fluoroalkoxylation of quinoxalin-2(1H)-ones with fluoroalkyl alcohols is developed. This approach uses readily available fluoroalkyl alcohols as fluoroalkoxylation reagents and displays a wide substrate scope, providing the fluoroalkoxylated products in moderate to good yields. Compared with the previous method, such a transformation uses oxygen as an oxidant, which avoids the utilization of plenty of PhI(TFA)2. In addition, this strategy also gives a practical tool for the rapid synthesis of histamine-4 receptor antagonist and new N-containing bidentate ligands. A radical mechanism was suggested according to the results of control experiments.

SUBMITTER: Xu X 

PROVIDER: S-EPMC9047172 | biostudies-literature | 2020 Jan

REPOSITORIES: biostudies-literature

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Visible-light-induced aerobic C3-H fluoroalkoxylation of quinoxalin-2(1<i>H</i>)-ones with fluoroalkyl alcohols.

Xu Xiaobo X   Xia Chengcai C   Li Xiaojun X   Sun Jian J   Hao Liqiang L  

RSC advances 20200109 4


A novel and efficient method of visible-light-induced C3-H fluoroalkoxylation of quinoxalin-2(1<i>H</i>)-ones with fluoroalkyl alcohols is developed. This approach uses readily available fluoroalkyl alcohols as fluoroalkoxylation reagents and displays a wide substrate scope, providing the fluoroalkoxylated products in moderate to good yields. Compared with the previous method, such a transformation uses oxygen as an oxidant, which avoids the utilization of plenty of PhI(TFA)<sub>2</sub>. In addi  ...[more]

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