Palladium-catalyzed oxidative annulation of N-(8-quinolinyl) aryl carboxamides with 1-aryl-2-tosyloxy ethanones

Palladium-catalyzed oxidative annulation of N-(8-quinolinyl) aryl carboxamides with 1-aryl-2-tosyloxy ethanones
复制标题

钯催化 N-(8-喹啉基) 芳基甲酰胺与 1-芳基-2-甲苯磺酰氧基乙酮的氧化成环

DOI:
10.1080/00397911.2021.1952433
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发表时间:
2021-07
影响因子:
2.1
通讯作者:
Wanrong Dong
Wanrong Dong
中科院分区:
化学4区
文献类型:
--
作者:
Keran Zou;Dexun Xie;Qinghuang Long;Delie An;Wanrong Dong

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摘要报道了钯催化下N-(8-喹啉基)芳基酰胺与1-芳基-2-对甲苯磺酰氧基乙酮的环化反应。在没有任何配体的Pd(OAc)2存在下容易地进行实际转化,提供具有良好官能团耐受性(29个实施例)和高效率(高达90%产率)的所需3-芳基-2-(8-喹啉基)异喹啉-1(2 H)-酮。该方案的机制被提出通过C-H/N-H活化途径进行,这被控制反应所证实。图形摘要
Abstract A novel and facile palladium-catalyzed annulation reaction between N-(8-quinolinyl) aryl carboxamides and 1-aryl-2-tosyloxy ethanones was herein demonstrated. The practical transformation took place readily in the presence of Pd(OAc)2 without any ligands, offering the desired 3-aryl-2-(8-quinolinyl) isoquinolin-1(2H)-ones with good functional groups tolerance (29 examples) and high efficiencies (up to 90% yields). The mechanism of the protocol was proposed to take place through a C-H/N-H activation pathway, which was verified by the control reactions. Graphical Abstract
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