β-偕二氟氨基酸衍生物及其单氟烯烃化研究  

Pallaidum-catalyzed Suzuki Coupling of Difluoroamino Acid Derivatives andHeterocyclic Boronic Acids

作　　者：刘宇轩 刘剑 谭靖颖 王博 唐石[1] LIU Yuxuan;LIU Jian;TANG Jingying;WANG Bo;TANG Shi(College of Chemistry and Chemical Engineering,Jishou University,Jishou 416000,China)

机构地区：[1]吉首大学化学化工学院,湖南吉首416000

出　　处：《化工技术与开发》2023年第7期29-32,共4页Technology & Development of Chemical Industry

摘　　要：本文采用自由基交叉偶联法,合成了含有单氟烯烃结构的偕二氟氨基酸衍生物。本合成路线的起始原料是二苄胺和溴乙酸乙酯,经过胺醛缩合反应、亲核加成反应、羟基Appel溴化反应、heck重排、自由基交叉偶联等反应,成功合成了2-(((E)-3-(苯并[d][1,3]二氧代-4-基)-5-((4-溴苯基)(甲基)氨基)-4-氟戊-3-烯-1-基)(苄基)氨基)-3-苯基己酸乙酯。该合成路线的起始原料价廉易得,步骤简便,具有清洁、易操作、条件温和等优点,可为非天然氨基酸的合成提供新思路。The synthesis of difluoroamino acid derivatives contained monofluoroolefin structure by free radical cross-coupling method was studied in this paper.The starting materials of this synthetic route were dibenzylamine and ethyl bromoacetate.Ethyl 2-((E)-3-(benzo[d][1,3]dioxo-4-yl)-5-(4-bromophenyl)(methyl)amino)-4-fluoropent-3-en-1-yl)(benzyl)amino)-3-phenylhexanoate was successfully synthesized by five reaction steps of aminoaldehyde condensation reaction,nucleophilic addition reaction,hydroxyl Appel bromination reaction,heck rearrangement and free radical cross-coupling.The starting materials of the synthesis route were cheap and easy to obtain.The synthesis method was simple,clean and easy to operate,and the conditions were mild.

关 键 词：单氟烯烃 偕二氟烯烃 苯丙氨酸衍生物 

分 类 号：O623.624[理学—有机化学]