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Carbonylation of polyfluorinated indans, tetralins and perfluoro-2,3-dihydrobenzofuran under the action of CO/SbF5
Journal of Fluorine Chemistry ( IF 1.9 ) Pub Date : 2018-07-31 , DOI: 10.1016/j.jfluchem.2018.07.014
Yaroslav V. Zonov , Victor M. Karpov , Tatyana V. Mezhenkova , Vyacheslav E. Platonov

Polyfluorinated indans and tetralins are carbonylated under the action of CO/SbF5 at room temperature and atmospheric pressure. Perfluoroindan and its 4-CF3, 5-CF3, 5-CH3, 1,1-H,H derivatives add two CO molecules to form the corresponding dimethyl indan-1,1-dicarboxylates after methanolysis, and/or 1-hydroindan-1-carboxylic acids after hydrolysis. 1-X-Perfluoroindans (XCF3, C2F5, C6F5, H) and 1-X-perfluorotetralins (XC2F5, C6F5) add one CO molecule at the 1-position to give the corresponding 1-carbonyl fluorides. Reaction of the latter with methanol gives methyl esters, whereas hydrolysis is accompanied by decarboxylation. Perfluoro-2,3-dihydrobenzofuran under the action of CO/SbF5 gives both mono- and dicarbonylation products.



中文翻译:

CO / SbF 5作用下多氟茚满,四氢萘和全氟-2,3-二氢苯并呋喃的羰基化

在室温和大气压下,在CO / SbF 5的作用下,将多氟茚满和四氢化萘羰基化。Perfluoroindan及其4-CF 3,5-CF 3,5-CH 3,1,1- H,H的衍生物添加两个CO分子以形成相应的甲醇分解后二甲基茚满-1,1-二羧酸,和/或1-水解后的氢化茚满-1-羧酸。1-X-全氟茚满(X CF 3,C 2 F 5,C 6 F 5,H)和1-X-全氟四氢化萘(X C 2 F 5,C 6 F 5))在1位加一个CO分子,得到相应的1-羰基氟化物。后者与甲醇反应得到甲酯,而水解伴随脱羧作用。全氟-2,3-二氢苯并呋喃在CO / SbF 5的作用下同时生成单羰基和二羰基化产物。

更新日期:2018-07-31
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