Visible-light-induced aerobic C3–H fluoroalkoxylation of quinoxalin-2(1H)-ones with fluoroalkyl alcohols. Issue 4 (9th January 2020)

• Record Type: Journal Article
• Authors: Xu, Xiaobo; Xia, Chengcai; Li, Xiaojun; Sun, Jian; Hao, Liqiang
• Is Part Of: RSC advances. Volume 10:Issue 4(2020)
• Page Start: 2016
• Page End: 2026
• Publication Date: 2020-01-09
• Subjects: Chemistry -- Periodicals; 540.5
• DOI: 10.1039/c9ra10194b
• Languages: English
• ISSNs: 2046-2069

Abstract

Abstract : A visible-light-induced aerobic C3–H fluoroalkoxylation of quinoxalin-2(1 H )-ones with fluoroalkyl alcohols was reported, providing a green access to fluoroalkoxylated quinoxalin-2(1 H )-ones. Abstract : A novel and efficient method of visible-light-induced C3–H fluoroalkoxylation of quinoxalin-2(1 H )-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.