二硼试剂参与的含氟异喹啉衍生物的简便合成  

Convenient Synthesis of Fluorine-containing Isoquinoline Derivatives Involving Diboron Reagents

作　　者：刘银玲 杨斌宾 何鹏 向梅 唐石[1] LIU Yinling;YANG Binbin;HE Peng;XIANG Mei;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》2024年第3期23-25,共3页Technology & Development of Chemical Industry

摘　　要：本文探究了一种二硼试剂参与的自由基交叉偶联反应,用于合成含氟的四氰异喹啉分子骨架。合成路线的起始原料是二苄胺和3-溴丙烯,经亲核取代反应后,在二硼试剂和溴化镍的双催化作用下发生环化反应,成功合成了3-(2-苄基-1,2,3,4-四氢异喹啉-4-基)-2,2-二氟丙酸乙酯。自由基引发的级联环化是一种合成复杂环状有机物的有效途径。该合成路线的起始原料价廉易得,合成步骤简便,清洁易操作,条件较温和,可十分简便地合成含氟异喹啉衍生物,为喹啉的研究提供了新思路。In this paper,a free radical cross-coupling reaction using diboron reagent participation to synthesize fluorine-containing tetracyanoquinolines was explored to prepare a molecular backbone.The starting materials of the synthetic route were dibenzylamine and 3-bromopropene,which were cyclized under the dual catalysis of diboron reagent and nickel bromide after nucleophilic substitution reaction,and successfully synthesized ethyl 3-(2-benzyl-1,2,3,4-tetrahydroisoquinolin-4-yl)-2,2-difluoropropanoate.Free radical-initiated cascade cyclization was a very effective route for the synthesis of complex cyclic organics.The starting materials of this synthetic route were commercially available and inexpensive,and the synthesis method was very simple,with the advantages of clean and easy handling and mild conditions.This study provided a very simple method for the synthesis of fluorinated quinoline derivatives,and provided a new idea for the study of quinoline.

关 键 词：喹啉衍生物 二硼试剂 自由基级联环化 

分 类 号：O626.323[理学—有机化学]