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Hoffmann, R. A wiki for the life sciences where authorship matters. Nature Genetics (2008)
 

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Site-specific preparation of 3-fluoro-1-substituted-naphthalenes via a novel base-catalyzed cyclization reaction from (E)-monofluoroenynes.

A novel cyclization reaction for the preparation of 3-fluoro-1-substituted-naphthalenes is reported. (E)-Monofluoroenynes, which are prepared by Sonogashira coupling reaction from (Z)-1-bromo-1-fluoroalkenes, undergo cyclization to afford 3-fluoro-1-substituted-naphthalenes in good to excellent yields when treated with DABCO or DBU in refluxing N-methyl-2-pyrrolidinone (NMP). [reaction: see text][1]

References

  1. Site-specific preparation of 3-fluoro-1-substituted-naphthalenes via a novel base-catalyzed cyclization reaction from (E)-monofluoroenynes. Xu, J., Wang, Y., Burton, D.J. Org. Lett. (2006) [Pubmed]
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