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Synthesis 2021; 53(23): 4495-4500
DOI: 10.1055/a-1550-3451
DOI: 10.1055/a-1550-3451
paper
Convenient Synthesis of Benzofuro[3,2-b]quinolines from 1-Azadienes and Arynes
The project was supported by the National Natural Science Foundation of China (21772182).
Abstract
An efficient method has been developed for the synthesis of benzofuro[3,2-b]quinolines through tandem [4+2] cycloaddition/ aromatization under transition-metal-free conditions. A range of aurone-derived N-tosyl-1-azadienes smoothly reacted with arynes, generated in situ via fluoride ion-induced 1,2-elimination of 2-(trimethylsilyl)aryl triflates, delivering structurally diverse benzofuro[3,2-b]quinolines in moderate to good yields.
Supporting Information
- Supporting information for this article is available online at https://doi.org/10.1055/a-1550-3451.
- Supporting Information
Publication History
Received: 10 June 2021
Accepted after revision: 14 July 2021
Accepted Manuscript online:
14 July 2021
Article published online:
12 August 2021
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10 CCDC 2030789 contains the supplementary crystallographic data for this paper. The data can be obtained free of charge from The Cambridge Crystallographic Data Centre via www.ccdc.cam.ac.uk/structures.
For reviews on aryne chemistry, see: