四丁基溴化铵催化炔基酮的氢化反应  

Hydrogenation of alkynyl ketones catalyzed by tetrabutylammonium bromide

作　　者：周宾斌 陈景超 杨帆[1] 罗绍健 杨雪梅 王应丽 樊保敏 Binbin Zhou;Jingchao Chen;Fan Yang;Shaojian Luo;Xuemei Yang;Yinli Wang;Baomin Fan(Key Laboratory of Chemistry in Ethnic Medicinal Resources,State Ethnic Affairs Commission&Ministry of Education,Yunnan Minzu University,Kunming 650500,China;School of Chemistry and Environment,Yunnan Minzu University,Kunming 650500,China)

机构地区：[1]民族药资源化学国家民族事务委员会-教育部重点实验室,云南民族大学,昆明650500 [2]云南民族大学化学与环境学院,昆明650500

出　　处：《中国科学：化学》2022年第7期1112-1116,共5页SCIENTIA SINICA Chimica

基　　金：国家自然科学基金(编号:21961045,22061048)资助项目。

摘　　要：炔丙醇类化合物因其同时具有炔基与羟基两种官能团,在医药、农药及功能分子材料方面有很多的应用,同时也是有机合成中一类用途很广泛的中间体.目前获得炔丙醇类化合物的方法通常依赖于过渡金属催化的氢化反应和羰基化合物的炔基化反应,制备成本较高,基团耐受性差.本文报道了一类四丁基溴化铵催化的炔基酮与频那醇硼烷的氢化反应,以高达94%收率合成了一系列炔丙醇化合物.该反应为炔丙醇类化合物的合成提供了一种便捷、经济、高效的方法.Propargyl alcohol compounds have many applications in medicine,pesticides and functional molecular materials,and are also important intermediates in organic synthesis because they contain alkynyl and hydroxyl groups in the molecules.The common preparation methods for propargyl alcohol usually rely on the transition metal catalyzed hydrogenation reaction and the alkynylation of ketones,which is high cost and with poor tolerance of the substitution groups.In this article,the hydrogenation reaction of alkynyl ketones with pinacolborane was developed with tetrabutylammonium bromide as catalyst.The present method provided a convenient,economical and efficient method for the synthesis of propargyl alcohol compounds.

关 键 词：有机小分子催化 氢化 炔基酮 炔丙醇 四丁基溴化铵 

分 类 号：O621.251[理学—有机化学]