邻炔基苯基环丁酮类化合物的高效合成及其开环-环化反应

吉林大学学报(理学版) ›› 2021, Vol. 59 ›› Issue (6): 1577-1586.

邻炔基苯基环丁酮类化合物的高效合成及其开环-环化反应

蔡润达, 高继强, 刘永盛, 郭梓腾, 王宇超, 刘宇

长春工业大学化学与生命科学院, 长春 130012

收稿日期:2021-01-07 出版日期:2021-11-26 发布日期:2021-11-26
通讯作者: 刘宇 E-mail:yuliu@ccut.edu.cn

Efficient Synthesis of o-Alkynylphenylcyclobutanone Compounds and Their Ring-Opening-Cyclization Reactions

CAI Runda, GAO Jiqiang, LIU Yongsheng, GUO Ziteng, WANG Yuchao, LIU Yu

College of Chemistry and Life Science, Changchun University of Technology, Changchun 130012, China

Received:2021-01-07 Online:2021-11-26 Published:2021-11-26

摘要/Abstract

摘要： 以常见易得且稳定的催化剂及膦配体为催化体系, 进一步系统优化钯催化的无铜Sonogashira偶联制备β-(2-乙炔基苯基)环丁酮类化合物的反应体系, 高产率得到一系列含有不同官能团的β-(2-乙炔基苯基)环丁酮类化合物, 并进一步实现铜催化下该类化合物的开环-复分解反应.

关键词: Sonogashira反应, 邻炔基苯基环丁酮, 钯催化, Lewis酸, 环化反应

Abstract: The commonly available and stable catalysts and phosphorus ligands were used as the catalytic system, we optimized the reaction system of palladium-catalyzed copper-free Sonogashira coupling to prepare β-(2-phenylethynyl)cyclobutanone compounds. We obtained a series of alkynyl cyclobutanone compounds with different functional groups in high yields. Furthermore, the ring-opening-metathesis of these compounds catalyzed by copper was realized.

Key words: , Sonogashira reaction, o-alkynylphenylcyclobutanone, Pd-catalyst, Lewis acid, cyclization reaction

中图分类号:

O625.11

蔡润达, 高继强, 刘永盛, 郭梓腾, 王宇超, 刘宇. 邻炔基苯基环丁酮类化合物的高效合成及其开环-环化反应[J]. 吉林大学学报(理学版), 2021, 59(6): 1577-1586.

CAI Runda, GAO Jiqiang, LIU Yongsheng, GUO Ziteng, WANG Yuchao, LIU Yu. Efficient Synthesis of o-Alkynylphenylcyclobutanone Compounds and Their Ring-Opening-Cyclization Reactions[J]. Journal of Jilin University Science Edition, 2021, 59(6): 1577-1586.