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Synthesis 2019; 51(04): 874-884
DOI: 10.1055/s-0037-1610661
DOI: 10.1055/s-0037-1610661
paper
Metal-Free Radical Cyclization of Vinyl Isocyanides with Alkanes: Synthesis of 1-Alkylisoquinolines
The authors thank the National Basic Research Program of China (973 Program, 2015CB931804), the National Natural Science Foundation of China (No. 81473076 and 81673292) and the Science and Technology Commission of Shanghai Municipality (No 15431900100) for financial support.Weitere Informationen
Publikationsverlauf
Received: 13. August 2018
Accepted after revision: 13. September 2018
Publikationsdatum:
10. Oktober 2018 (online)
![](https://www.thieme-connect.de/media/synthesis/201904/lookinside/thumbnails/ss-2018-h0543-op_10-1055_s-0037-1610661-1.jpg)
Abstract
A metal-free radical cyclization reaction of vinyl isocyanides with alkanes is developed, allowing convenient access to a diverse range of potentially valuable 1-alkylisoquinolines. The methodology is simple and efficient, demonstrating excellent functional group tolerance and broad substrate scope. A mechanism involving a radical process is supported by kinetic isotope effect and radical inhibition studies.
Key words
metal-free - radical cyclization reaction - vinyl isocyanides - alkanes - 1-alkylisoquinolinesSupporting Information
- Supporting information for this article is available online at https://doi.org/10.1055/s-0037-1610661.
- Supporting Information
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