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Synthesis 2015; 47(24): 3990-3996
DOI: 10.1055/s-0035-1560268
DOI: 10.1055/s-0035-1560268
paper
Iodine-Mediated, Microwave-Assisted Synthesis of 1-Arylnaphthofurans via Cyclization of 1-(1′-Arylvinyl)-2-naphthols
Further Information
Publication History
Received: 30 June 2015
Accepted after revision: 24 August 2015
Publication Date:
18 September 2015 (online)
![](https://www.thieme-connect.de/media/synthesis/201524/lookinside/thumbnails/ss-2015-z0406-op_10-1055_s-0035-1560268-1.jpg)
Abstract
A metal-free, one-pot, iodine-mediated, microwave-assisted cyclization of 1-(1′-arylvinyl)-2-naphthols (ortho-vinylnaphthols) into 1-arylnaphthofurans is developed. The 1-arylnaphthofurans are isolated in good to excellent yields (65–90%) using two equivalents of iodine in acetonitrile. The reactions proceed via the formation of 1-(2-iodo-1-phenylvinyl)naphthalen-2-ols as intermediates. Overall, the protocol is convenient as the reactions occur smoothly without the requirement of a transition-metal catalyst.
Key words
iodine-mediated - microwave-assisted - hydroarylation - 1-arylnaphthofurans - one-pot reactionSupporting Information
- Supporting information for this article is available online at http://dx.doi.org/10.1055/s-0035-1560268.
- Supporting Information
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References and Notes
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