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钯催化含全氟烷基和羰基单元的多环3,4-二氢喹啉-2(1)-酮骨架的羰基化合成

Palladium-Catalyzed Carbonylative Synthesis of Polycyclic 3,4-Dihydroquinolin-2(1)-one Scaffolds Containing Perfluoroalkyl and Carbonyl Units.

作者信息

Wang Shangyuan, Zhao Jiajun, Ying Jun, Wu Xiao-Feng

机构信息

School of Chemistry and Chemical Engineering, Key Laboratory of Surface & Interface Science of Polymer Materials of Zhejiang Province, Zhejiang Sci-Tech University, Hangzhou 310018, China.

Dalian National Laboratory for Clean Energy, Dalian Institute of Chemical Physics, Chinese Academy of Sciences, 116023 Dalian, Liaoning China.

出版信息

Org Lett. 2023 Jul 21;25(28):5314-5318. doi: 10.1021/acs.orglett.3c01879. Epub 2023 Jul 6.

Abstract

A palladium-catalyzed one-pot two-step radical mediated carbonylative cyclization of 1,7-enynes with perfluoroalkyl iodides and Mo(CO) has been developed for the construction of polycyclic 3,4-dihydroquinolin-2(1)-one scaffolds. This method realizes a facile synthesis of various polycyclic 3,4-dihydroquinolin-2(1)-one derivatives containing perfluoroalkyl and carbonyl units in high yields. Moreover, modifications of several bioactive molecules were demonstrated using this protocol.

摘要

已开发出一种钯催化的一锅两步自由基介导的1,7-烯炔与全氟烷基碘化物和Mo(CO)的羰基化环化反应,用于构建多环3,4-二氢喹啉-2(1)-酮骨架。该方法实现了各种高产率地含有全氟烷基和羰基单元的多环3,4-二氢喹啉-2(1)-酮衍生物的简便合成。此外,还使用该方案展示了几种生物活性分子的修饰。

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