Solid-State Silver-Catalyzed Ring-Opening Fluorination of Cyclobutanols by Using Mechanochemistry

被引:2
|
作者
Isshiki, Ryota [1 ,2 ]
Kubota, Koji [1 ,2 ]
Ito, Hajime [1 ,2 ]
机构
[1] Hokkaido Univ, Inst Chem React Design & Discovery WPI ICReDD, Sapporo, Hokkaido 0608628, Japan
[2] Hokkaido Univ, Grad Sch Engn, Div Appl Chem, Sapporo, Hokkaido 0608628, Japan
基金
日本学术振兴会;
关键词
C-C bond cleavage; fluorination; mechanochemistry; ball-milling; solid-state chemistry; silver catalysis; C-C; HYDROGEN GENERATION; ALKOXY RADICALS; SOLVENT-FREE; BALL MILL; FLUOROKETONES; OPPORTUNITIES; CHALLENGES;
D O I
10.1055/a-2021-9599
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
In this report, we demonstrate that a ball-milling technique facilitates fast and efficient silver-catalyzed ring-opening fluorination of cyclobutanols. This is the first report of a catalytic C-C bond-cleav-age/functionalization reaction under solid-state mechanochemical con-ditions. The developed protocol affords a high yield of ?-fluorinated ke-tones within much shorter reaction times, and requires less silver catalyst and Selectfluor compared with the previous solution-based conditions. Notably, the process can be carried out in air. Because of the reduced use of chemicals and the simple time-saving experimental pro-cedures, this technique is an efficient and environmentally friendly way to access ?-fluorinated ketones.
引用
收藏
页码:1419 / 1424
页数:6
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