Cs<sub>2</sub>CO<sub>3</sub>-Catalyzed Decarboxylation/Cyclization to Access Functionalized 8-Hydroxyisoquinoline-1(2<i>H</i>)-ones and 2-Pyridones Assisted by Microwave Irradiation
We herein describe a novel decarboxylation/cyclization sequence involving a three-component reaction of dialkyl 2-(alkoxymethylene)malonate, amines, and terminal alkyne ester or internal alkyne ester catalyzed by Cs<sub>2</sub>CO<sub>3</sub> under microwave conditions. These two types of highly chemo- and regioselective transformations were accomplished by different reaction channels to furnish a wide range of functionalized 8-hydroxyisoquinoline-1(2<i>H</i>)-ones (21 examples) and 2-pyridones (18 examples) in good to excellent yields and might provide new opportunities for the discovery of N-heterocyclic drugs and other functional molecules.
Authors
- Qin Wu (ORCID: https://orcid.org/0000-0002-9519-7269)
- Guiyun Zeng
- Chao Huang
- Genrui Xu (ORCID: https://orcid.org/0000-0003-1549-0172)
- Lifeng Yao (ORCID: https://orcid.org/0000-0001-5252-5587)
- Teng Liu (ORCID: https://orcid.org/0000-0002-7480-0444)
- Weiqiang Li (ORCID: https://orcid.org/0000-0003-2648-7630)
- Zhuoyu Wang
Institutions
- Guangdong University of Technology (CN)
- Minzu University of China (CN)
- Yunnan Agricultural University (CN)
- Qujing Normal University (CN)
- Green Chemistry (PL)
Publication Details
- Journal
- The Journal of Organic Chemistry
- Published
- 2025-09-09
- DOI
- https://doi.org/10.1021/acs.joc.5c01687
- Primary Topic
- Multicomponent Synthesis of Heterocycles
- Type
- article
- Field-Weighted Citation Impact
- 0.00