Cheap and efficient synthesis method of alpha-hydroxyketone compound

Abstract

The invention discloses a cheap and efficient synthesis method of an alpha-hydroxyketone compound. The synthesis method is characterized in that a carbonyl compound undergoes an oxidation hydroxylation reaction at 10-120DEG C under normal pressure with iodine simple substance, N-bromosuccimide, copper bromide, bromine simple substance, hydrogen bromide, N-iodosuccimide or hydrogen iodide as a catalyst, sulfoxide as an oxidant, water or sulfoxide as a hydroxy source and sulfoxide, ethyl acetate, N,N-dimethyl formamide, acetonitrile, toluene, 1,4-dioxane, 1,2-dichloroethane, tetrahydrofuran or H2O as a solvent, and converts into the alpha-hydroxyketone compound in a high selectivity manner. Compared with traditional synthesis methods, the method disclosed in the invention has the advantages of simple operation, high yield, simple conditions, easy purification, small waste discharge amount, simple reaction apparatus, and easy industrial production. The method has wide applicability and can be used for synthesizing various alpha-hydroxyketone compounds.

Description

technical field [0001] The invention relates to a method for synthesizing alpha-hydroxy ketone compounds, belonging to the technical field of chemical synthesis. Background technique [0002] α-Hydroxyketone compounds widely exist in biologically active natural products and pharmaceutical intermediates. At the same time, α-hydroxy ketone compounds are widely used synthons in organic synthesis. Hydroxyl is a mild reaction precursor for groups such as double bonds, ester groups, and halogenated hydrocarbons. Heterocyclic compounds can also be derived from α-hydroxy ketone structures. come. Therefore, the α-hydroxyl located at the active site of the molecular structure is an important structural unit, and the introduction of this group has greater research significance. In addition, α-hydroxy ketones can be used as photoinitiators and are widely used in UV-curable coatings. However, there are not many reports on the synthesis method directly converted from carbonyl compounds...

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Problems solved by technology

However, there are not many reports on the synthesis method directly converted from carbonyl compounds to α-hydroxy ketone compounds, although literature a) B.-C.Chen, P.Zhou, F.A.Davis, E.Ciganek, Organic Reactions; L.E.Overman, Ed. ; John Wiley & Sons, Inc.: New York, 2003, 62, 1; b) G.J. Chuang, W. Wang, E. Lee, T. Ritter, J. Am. Chem. Soc. 2011, 133, 1760; c) Y .-F.Liang, N.Jiao, Angew.Chem.Int.Ed.2014,53,548. The synthesis methods of this type of compounds have been reported in detail, but these methods have great limitations: 1. Substrate The scope of application is narrow; 2. Use expensive and complex palladium as a catalyst or require the use of an equivalent reducing agent; 3. Require more complicated operations

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