Chemoselectivity of cobalt-catalysed carbonylation—A reliable platform for the synthesis of fluorinated benzoic acids |
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Authors: | Vadim P. Boyarskiy Tatiana S. Khaybulova Yurii A. Simonov |
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Affiliation: | a Saint-Petersburg State University, Chemistry Department, Staryj Petergof, Universitetskii pr., 26, 198504 S.-Petersburg, Russian Federation b Institute of Applied Physics, Academy of Sciences of Moldova, Academiei str., 5 MD-2028 Chisinau, Republic of Moldova c Faculty of Chemistry, Adam Mickiewicz University, Poznań, Poland |
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Abstract: | The cobalt-catalysed methoxycarbonylation of polysubstituted bromo,fluoro- and chloro,fluorobenzenes and 1,2,4-trichlorobenzene with emphasis on the chemo- and regio-selectivity of the reaction is described. The structures of isolated products of 1,4-dichloro-2-fluorobenzene carbonylation were determined by single-crystal X-ray diffraction. The fact that the fluorine substituents in the studied compounds remain intact indicates in favor of the anion-radical activation of aryl halides by a cobalt catalyst. For the first time, a universal method of preparation of the various fluorobenzoic acid derivatives from available raw materials with a good yield has been elaborated. |
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Keywords: | Carbonylation Aryl halides Cobalt carbonyl Fluorinated benzoic acids Crystal structure |
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