HCl-mediated cascade cyclocondensation of oxygenated arylacetic acids with arylaldehydes: one-pot synthesis of 1-arylisoquinolines

被引：4

作者：

Hsueh, Nai-Chen ^{[1
]}

Chen, Shin-Mei ^{[1
]}

Lin, Chun-Yi ^{[1
]}

Chang, Meng-Yang ^{[1
,2
]}

机构：

[1] Kaohsiung Med Univ, Dept Med & Appl Chem, Kaohsiung 807, Taiwan

[2] Kaohsiung Med Univ Hosp, Dept Med Res, Kaohsiung 807, Taiwan

来源：

ORGANIC & BIOMOLECULAR CHEMISTRY | 2021年 / 19卷 / 05期

关键词：

D O I：

10.1039/d0ob02431g

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

In this paper, a concise, open-vessel synthesis of 1-arylisoquinolines is described via HCl-mediated intermolecular cyclocondensation of oxygenated arylacetic acids with arylaldehydes in the presence of NH2OH and alcoholic solvents under mild and one-pot reaction conditions. A plausible mechanism is proposed and discussed herein. In the overall reaction process, only water was generated as the byproduct. Various environmentally friendly reaction conditions are investigated for convenient transformation via the (4C + 1C + 1N) annulation. This protocol provides a highly effective ring closure via the formations of one carbon-carbon (C-C) bond, two carbon-nitrogen (C-N) bonds and one carbon-oxygen (C-O) bond.

引用

页码：1047 / 1059

页数：13

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