A new method for preparing 2'-iodo[1,1'-biaryl]-2-organophosphonate compounds

Abstract

The invention provides a new method for efficiently and highly selectively synthesizing 2'-iodo[1,1'-biaryl]-2-organophosphonate compounds containing different functional groups, which uses cheap transition metal copper The salt is used as a catalyst, and the compound containing P(O)-OH and bisaryltrifluoromethanesulfonic acid periodiodium salt is used as a reaction substrate, and an organic solvent and a base are added to the reaction system. The advantages of the method are: the catalyst is cheap and easy to obtain; the substrate has high applicability; the reaction conditions are mild, safe and reliable; the selectivity of the obtained target product is close to 100%, and the yield is as high as more than 90%. The method solves the shortcomings of the traditional synthesis of 2'-iodo[1,1'-biaryl]-2-organophosphonate compounds, such as poor reaction selectivity, cumbersome reaction steps, low yield, and the need to use environmentally harmful reagents. , has good industrial application prospects. The present invention also provides corresponding 2'-iodo[1,1'-biaryl]-2-organophosphonate derivatives substituted with different functional groups.

Description

technical field [0001] The invention relates to the field of catalytic synthesis of 2'-iodo[1,1'-biaryl]-2-organophosphonate compounds, in particular to a copper-catalyzed P(O)-OH compound A new method for preparing 2'-iodo[1,1'-biaryl]-2-organophosphonate compounds through efficient cross-coupling reaction of aryl trifluoromethanesulfonic acid periodide salts. Background technique [0002] 2'-Halo[1,1'-biaryl]-2-organophosphonate compounds are an important class of organic compounds and organic intermediate building blocks in organic synthesis. This type of compound has good catalytic activity, optical activity and biological activity. In particular, iodo compounds, due to the high reactivity of iodide ions, can be selectively modified for the above compounds, making them widely used in biology, medicine, optically active materials, and asymmetric catalytic synthesis. In addition, phosphorus and organophosphorus compounds are indispensable in life, such as ADP, ATP, RNA, ...

AI Technical Summary

Problems solved by technology

Or utilize but, above-mentioned method generally all adopts to air-sensitive reagent (P (O)-H compound, carbon tetrachloride etc.) and expensive transition metal catalyst (palladium, silver, rhodium, ruthenium etc.), and also exists The experimental steps are cumbersome, the catalyst is expensive and difficult to recycle, the reaction conditions are harsh, the substrate applicability is crossed, the yield is low, and the pollution to the environment is relatively large.

[0004] So far, there are still several problems in the efficient synthesis of organic phosphonate compounds, such as the quality of raw materials, the safety of production, and the stability and purity of products, and the synthesis technology is relatively difficult.

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