摘要
α,β-不饱和酮在生物医药、有机合成、材料制备方面具有广泛应用。格氏试剂和α,β-不饱和醛通常发生亲核加成生成醇。研究了碘介导格氏试剂和α,β-不饱和醛通过一锅反应生成α,β-不饱和酮。研究表明,碘既能引发格氏试剂的生成,又能将格氏试剂和α,β-不饱和醛进行1,2-加成反应生成的醇氧化为酮。对反应的条件进行了优化,并从溴代烃出发制备了8个酮类化合物。反应产物通过核磁共振氢谱进行了表征。
α,β-unsaturated ketones have been widely applied in biomedicines,organic synthesis and materials proparation.Grignard reagent andα,β-unsaturated aldehydes usually underwent 1,2-addition to form alcohols.Iodine-mediated Grignard reagent andα,β-unsaturated aldehydes were formed intoα,β-unsaturated ketones through a one-pot reaction.Mechanistic studies have shown that iodine can not only initiate the formation of Grignard reagent,but also oxidize the alcohol generated by the 1,2-addition reaction of Grignard reagent andα,β-unsaturated aldehyde to ketones.The reaction conditions were optimized,and eight ketones were prepared based on brominated hydrocarbons.The reaction products were characterized by 1H NMR.
作者
徐乔良
张聪
安光辉
李光明
XU Qiao-Liang;ZHANG Cong;AN Guang-Hui;LI Guang-Ming(School of Chemistry and Materials Scierrce,Heilongjiang University,Harbin 150080,China)
出处
《黑龙江大学工程学报（中英俄文）》
2023年第4期1-9,共9页
Journal of Engineering of Heilongjiang University
基金
国家自然科学基金项目(21502046)。
关键词
格氏试剂
α
β-不饱和醛
亲核加成
碘介导氧化
Grignard reagent
α,β-unsaturated aldehydes
nucleophilic addition
iodine-mediated oxidation
