Synthetic method of alpha-hydroxyl carbonyl compound

Abstract

The invention relates to a synthetic method of an alpha-hydroxyl carbonyl compound. The method is as below: mixing a carbonyl compound (I) with an organic phosphorus compound in an organic solvent; adding a catalyst cesium carbonate; and reacting under aerobic conditions to obtain the alpha-hydroxyl carbonyl compound (II). R1 is selected from the group consisting of hydrogen, alkyl, alkoxy, amino, aromatic base, substituted aromatic base and heterocyclic aromatic base; R2 is selected from alkyl, carbonyl, ester and phenyl; R3 is selected from alkyl, carbonyl, ester group and phenyl. Or, R1 combines with R2 to form naphthenic group or substituted cycloalkyl, benzo cycloalkyl base or substituted benzo cycloalkyl base, indole ring or substituted indole ring. Or, R2 combines with R3 to form the cycloalkyl or substituted cycloalkyl. The organic phosphorus compound is triphenylphosphine or triethyl phosphate. The organic solvent is dimethyl sulphoxide, N,N-dimethyl formamide, N,N-dimethyl acetamide or N-methyl pyrrolidone.

Description

technical field [0001] The invention relates to a method for synthesizing α-hydroxycarbonyl compounds. Background technique [0002] α-hydroxycarbonyl compounds such as ketones, esters, amides, and aldehydes containing hydroxyl structural units in the α position are widely used in biologically active natural products and pharmaceutical intermediates. At the same time, α-hydroxycarbonyl compounds are widely used in organic synthesis. synthesis factor. Hydroxyl is a mild reaction precursor of double bonds, ester groups, halogenated hydrocarbons and other groups. Heterocyclic compounds can also be derived from α-hydroxycarbonyl structures. Therefore, the α-hydroxyl located at the active site of the molecular structure is a 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. [0003] However, there are not many reports on the synthesis methods directly conver...

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Problems solved by technology

[0003] However, there are not many reports on the synthesis methods directly converted from carbonyl compounds to α-hydroxycarbonyl compounds, although the literature 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; G.J.Chuang, W.Wang, E.Lee, T.Ritter, J.Am.Chem.Soc.2011, 133, 1760. Synthesis of such compounds The methods have been reported in detail, but these methods have the following limitations: 1. The scope of substrate application is narrow; 2. Use expensive and complex palladium as a catalyst; 3. Reaction needs to be carried out at low temperature or under heating conditions

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