Fluorine-containing compound and its synthesis method

Abstract

The embodiment of the invention discloses a fluorine-containing compound and a synthesis method thereof. The method comprises the steps of allowing a compound shown as formula (II) as shown in the specification and a compound shown as formula (III) as shown in the specification to react under the action of a fluorine reagent to generate: (1) the fluorine-containing compound shown as formula (I) as shown in the specification in the presence of water, and (2) the fluorine-containing compound shown as formula (IV) as shown in the specification in the absence of the water. The synthesis method of the fluorine-containing compound does not require a transition metal and is safer; the fluorine-containing compound is synthesized only by a one-step reaction; and the method is very simple and convenient.

Description

technical field [0001] The invention relates to the field of organic chemistry, in particular to a fluorine-containing compound and a synthesis method thereof. Background technique [0002] In recent years, with large-scale applications in chemical, pharmaceutical and agricultural industries, fluorine-containing compounds as organic intermediates are gradually showing great growth potential. In the pharmaceutical field, many pharmaceutical compounds need to use fluorine-containing compounds as organic intermediates in the synthesis process. Therefore, fluorine-containing compounds are becoming more and more important, and research and development activities are also increasingly active, but the general steps of the synthesis method of fluorine-containing compounds are relatively Many, the operation is complicated, and transition metals are usually introduced as catalysts in the synthesis process, which may lead to the problem of transition metal residues. [0003] For examp...

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Problems solved by technology

For example: the Saloutin research group has reported the preparation of fluorophenylhydrazones (Synthesis of fuorinated2(3)-arylhydrazones of 1,2,3-tri(1,2,3, 4-tetra)carbonyl compounds and their heterocyclization reactions, Y.V.Burgart, A.S.Fokin, O.G.Kuzueva, O.N.Chupakhin, V.I.Saloutin*Journal ofFluorine Chemistry 92(1998)101-108), this method first needs to synthesize fluorine-containing carbonyl compounds, Then prepare fluorophenylhydrazone with fluorine-containing carbonyl compound and aryl diazonium chloride salt. The whole reaction process requires at least two steps of reaction operation, and the operation is cumbersome.

Recently, Zhu's research group reported that under visible light, metal palladium salts were used as photosensitizers to catalyze the activation of carbon-hydrogen bonds, so that hydrazone compounds and fluoroaryl halides were coupled to generate fluorophenylhydrazone compounds (Photoredox-Catalyzed C-H Difluoroalkylation of Hydrazones through an Aminyl Radical / PolarMechanism, Pan Xu, Guoqiang Wang, Yuchen Zhu, Weipeng Li, Yixiang Cheng, ShuhuaLi,*and Chengjian Zhu*Angew.Chem.Int.Ed.doi / 10.1002 / anie.201508698 / pdf) , this method uses transition metals as photosensitizers, which makes it difficult to ensure that there are no transition metal residues in the synthesized fluorophenylhydrazone compounds. Once the fluorophenylhydrazone compounds have transition metal residues as intermediates, they will directly Leading to the problem of transition metal residues in the synthesized drug compounds, which greatly affects the safety of drugs

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