Synthesis 2020; 52(11): 1680-1686
DOI: 10.1055/s-0039-1690871
paper
© Georg Thieme Verlag Stuttgart · New York

Palladium-Catalyzed Cascade Synthesis of Novel Quinolone- Bis(indolyl)methane Hybrids as Promising α-Glucosidase Inhibitors

Lian Duan
a  State Key Laboratory of Functions and Applications of Medicinal Plants, Guizhou Medical University, Guiyang 550014, P. R. of China
b  Key Laboratory of Chemistry for Natural Products of Guizhou Province, Chinese Academy of Sciences, Guiyang 550014, P. R. of China   Email: lsheng@126.com
,
Ming-Xing Zuo
a  State Key Laboratory of Functions and Applications of Medicinal Plants, Guizhou Medical University, Guiyang 550014, P. R. of China
b  Key Laboratory of Chemistry for Natural Products of Guizhou Province, Chinese Academy of Sciences, Guiyang 550014, P. R. of China   Email: lsheng@126.com
,
Kai-Qiang Xie
a  State Key Laboratory of Functions and Applications of Medicinal Plants, Guizhou Medical University, Guiyang 550014, P. R. of China
b  Key Laboratory of Chemistry for Natural Products of Guizhou Province, Chinese Academy of Sciences, Guiyang 550014, P. R. of China   Email: lsheng@126.com
,
Yuan-Cui Liu
a  State Key Laboratory of Functions and Applications of Medicinal Plants, Guizhou Medical University, Guiyang 550014, P. R. of China
b  Key Laboratory of Chemistry for Natural Products of Guizhou Province, Chinese Academy of Sciences, Guiyang 550014, P. R. of China   Email: lsheng@126.com
,
Wen-Zhuang Qiu
a  State Key Laboratory of Functions and Applications of Medicinal Plants, Guizhou Medical University, Guiyang 550014, P. R. of China
b  Key Laboratory of Chemistry for Natural Products of Guizhou Province, Chinese Academy of Sciences, Guiyang 550014, P. R. of China   Email: lsheng@126.com
,
Li-Ping Wang
a  State Key Laboratory of Functions and Applications of Medicinal Plants, Guizhou Medical University, Guiyang 550014, P. R. of China
b  Key Laboratory of Chemistry for Natural Products of Guizhou Province, Chinese Academy of Sciences, Guiyang 550014, P. R. of China   Email: lsheng@126.com
,
Sheng Liu
a  State Key Laboratory of Functions and Applications of Medicinal Plants, Guizhou Medical University, Guiyang 550014, P. R. of China
b  Key Laboratory of Chemistry for Natural Products of Guizhou Province, Chinese Academy of Sciences, Guiyang 550014, P. R. of China   Email: lsheng@126.com
› Author Affiliations
The work was financially supported by NSFC (No. 21762014) and Guizhou Provincial Engineering Research Center for Natural Drugs.
Further Information

Publication History

Received: 14 February 2020

Accepted after revision: 10 March 2020

Publication Date:
30 March 2020 (online)


§ These authors contributed equally to this work

Abstract

An unexpected cascade reaction is developed for the construction of functionalized 3-bis(indol-3-yl)methylquinoline-2(1H)-ones. Three C–C bonds and one ring are created in one pot triggered by Pd-catalyzed C-3 alkenylation of indole with 2-acyl-N-acrylaniline derivatives. A series of complex and specific quinoline-2(1H)-ones were produced, most of them showed significant α-glucosidase inhibitory activities.

Supporting Information

 
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