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Domino Ring‐Opening/Recyclization Reactions of Doubly Activated Cyclopropanes as a Strategy for the Synthesis of Furoquinoline Derivatives
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Citations
52
References
2007
Year
Bioorganic ChemistryDerivativesBiochemistryHeterocyclicFuroquinoline DerivativesDoubly Activated CyclopropanesDiversity-oriented SynthesisDomino Ring‐opening/recyclization ReactionsNatural SciencesCyclopropanes 1Organic ChemistryFuroquinoline Derivatives 2Stereoselective SynthesisChemistryHeterocycle ChemistryPharmacologyTandem Ring-opening/recyclization ReactionNatural Product Synthesis
In one easy step, doubly activated cyclopropanes 1 can be transformed into furoquinoline derivatives 2 through a tandem ring-opening/recyclization reaction mediated by SnCl4⋅5 H2O. A variety of substrates 1 derived from cheap starting materials were converted into the corresponding furoquinolines in good to excellent yields with high chemo- and regioselectivity. R=H, Me, OMe, Cl, or aromatic group is naphthyl. Supporting information for this article is available on the WWW under http://www.wiley-vch.de/contents/jc_2002/2007/z604276_s.pdf or from the author. Please note: The publisher is not responsible for the content or functionality of any supporting information supplied by the authors. Any queries (other than missing content) should be directed to the corresponding author for the article.
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