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Synlett 2012(3): 389-392
DOI: 10.1055/s-0031-1290137
DOI: 10.1055/s-0031-1290137
LETTER
© Georg Thieme Verlag
Stuttgart ˙ New York
Synthesis of Aryl-Substituted 1,4-Dihydroquinolines by [4+2] Cycloaddition of Benzyne with 1-Azadienes
Further Information
Received
25 October 2011
Publication Date:
19 January 2012 (online)
Publication History
Publication Date:
19 January 2012 (online)
![](https://www.thieme-connect.de/media/synlett/201203/lookinside/thumbnails/10.1055-s-0031-1290137-1.jpg)
Abstract
The synthesis of aryl-substituted 1,4-dihydroquinolines can be achieved using a [4+2] cycloaddition between benzyne and various aryl-substituted 1-azadienes. The conditions are tolerated by N-aryl-, alkyl-, tosyl-, and tert-butoxycarbonyl-protected 1-azadienes. A short synthesis of the fungal metabolite 3-O-methylviridicatin is reported.
Key words
benzyne - dihydroquinolines - azadienes - cycloaddition - 3-O-methylviridicatin
- Supporting Information for this article is available online:
- Supporting Information
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