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Synthesis 2022; 54(11): 2707-2723
DOI: 10.1055/a-1734-9782
DOI: 10.1055/a-1734-9782
paper
Synthesis of Isoquinoline-1,3(2H,4H)-diones by Visible-Light-Mediated Cyclization of Acryloylbenzamides with Alkylboronic Acids, Arylsulfonyl Hydrazides and Oxime Esters
This work was supported by the National Natural Science Foundation of China (No. 22078300) and the Natural Science Foundation of Zhejiang Province (LY18B020018).
![](https://www.thieme-connect.de/media/synthesis/202211/lookinside/thumbnails/ss-2021-g0756-op_10-1055_a-1734-9782-1.jpg)
Abstract
An efficient visible-light-mediated tandem reaction of acryloylbenzamides with alkylboronic acids, arylsulfonyl hydrazides and oxime esters has been developed. The reaction proceeds via radical addition and cyclization to give various isoquinoline-1,3(2H,4H)-diones in satisfactory yields under mild conditions, which provides a good opportunity to discover new meaningful bioactive compounds.
Key words
acryloylbenzamides - isoquinolinediones - addition/cyclization reaction - visible light - photocatalysisSupporting Information
- Supporting information for this article is available online at https://doi.org/10.1055/a-1734-9782.
- Supporting Information
Publication History
Received: 10 December 2021
Accepted after revision: 10 January 2022
Accepted Manuscript online:
10 January 2022
Article published online:
14 March 2022
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The reaction of acryloylbenzamides and RSO2Cl:
The reaction of acryloylbenzamides and RSO2Na:
The reaction mechanism of 1 and 2:
The reaction mechanism of 1 and 4:
The reaction mechanism of 1 and 6: