Synthetic Communications ( IF 1.8 ) Pub Date : 2021-07-30 , DOI: 10.1080/00397911.2021.1952433 Qinghuang Long 1 , Keran Zou 1 , Wanrong Dong 1 , Dexun Xie 2 , Delie An 1
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.
中文翻译:
钯催化的 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环化
摘要
本文证明了N- (8-喹啉基) 芳基甲酰胺和 1-芳基-2-甲苯磺酰氧基乙酮之间的新型和简便的钯催化环化反应。在没有任何配体的 Pd(OAc) 2存在下,实际转化很容易发生,提供所需的 3-芳基-2-(8-喹啉基)异喹啉-1(2H)-酮,具有良好的官能团耐受性(29 个例子)和高效率(高达 90% 的产量)。该协议的机制被提议通过 CH/NH 激活途径发生, 这通过控制反应进行了验证。