铜催化苯并呋喃并嘧啶并异吲哚衍生物的合成
收稿日期: 2024-04-05
修回日期: 2024-05-14
网络出版日期: 2024-06-13
基金资助
江苏省优秀青年基金(BK20211607); 江苏省高等学校重点学科建设计划资助项目
Copper-Catalyzed Synthesis of Benzofuropyrimidoisoindole Derivatives
Received date: 2024-04-05
Revised date: 2024-05-14
Online published: 2024-06-13
Supported by
Outstanding Youth Fund of Jiangsu Province(BK20211607); Priority Academic Program Development of Jiangsu Higher Education Institutions.
2-(2-溴苯基)苯并呋喃并[3,2-d]嘧啶-4(3H)-酮与末端炔烃在CuI催化下, 首先进行Sonogashira偶联反应, 随后发生选择性的5-exo-dig炔氢胺化反应, 合成了一系列苯并呋喃并嘧啶并异吲哚衍生物. 反应具有效率高、底物范围广和优异的官能团兼容性等特点. 通过X射线单晶衍射分析, 产物呈现为单一的(E)-构型.
关键词： 苯并呋喃并嘧啶并异吲哚; Sonogashira偶联; 炔氢胺化反应; CuI
何姮 , 吕兰兰 , 刘建全 , 王香善 . 铜催化苯并呋喃并嘧啶并异吲哚衍生物的合成[J]. 有机化学, 2024 , 44(11) : 3427 -3436 . DOI: 10.6023/cjoc202404005
A copper-catalyzed Sonogashira coupling reaction and 5-exo-dig aminocyclization between 2-(2-bromophenyl)- benzofuro[3,2-d]pyrimidin-4(3H)-ones and terminal alkynes were disclosed. The protocol allowed access to a series of 8-benzylidene benzofuro[3',2':4,5]pyrimido[2,1-a]isoindol-6(8H)-one derivatives with high efficiency, broad substrate scope, and excellent functional group compatibility, which were shown to be of a single (E)-configuration by X-ray diffraction analysis.
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