吡唑啉酮的不对称芳基化反应

Asymmetric Arylation Reaction of Pyrazolones

通过手性膦酸催化的吡唑啉酮化合物与对苯醌单亚胺的不对称芳基化反应,构建了4-芳基-4,4-双取代吡唑啉酮衍生物。分析了催化剂、反应溶剂、温度对不对称芳基化反应的影响。分析结果表明:以1,4-二氧六环为反应溶剂,9-蒽螺环膦酸为催化剂,在室温下合成4-芳基-4,4-双取代吡唑啉酮类化合物,产率高达95%,对映体过量值高达96%。

The enantioselective arylation reaction of pyrazolones with quinone monoimines promoted by a chiral phosphoric acid was disclosed.The effects of catalyst,reaction solvent,and temperature on asymmetric arylation reaction were analyzed.The results show that various 4-aryl-4,4-disubstituted pyrazolones are synthesized with95% productivity and 96% enantiomeric excess at room temperature by using 1,4-dioxane as the reaction solvent and chiral 9-anthracenyl spirocyclic phosphonic acid as catalyst.