Rearrangement of Aryl Geranyl Ethers |
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| Authors: | Mercedesz Törincsi Pál Kolonits Jenő Fekete |
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| Affiliation: | 1. Department of Organic Chemistry and Technology , Research Group for Alkaloid Chemistry, Budapest University of Technology and Economics, Hungarian Academy of Sciences , Budapest , Hungary;2. Department of Inorganic and Analytical Chemistry , Budapest University of Technology and Economics , Budapest , Hungary |
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| Abstract: | This article describes the thermal rearrangement reactions of aryl geranyl ethers. These reactions depend on the structure of the aryl moiety of the substrate and the reaction conditions used. The naphthyl ethers underwent a [1,3]-alkyl shift, followed by acid-catalyzed intramolecular cyclization. The microwave-assisted rearrangement of isoquinolinyl ether showed a pattern of an abnormal Claisen rearrangement. The multi step rearrangement of the quinolyl ether afforded a spiro compound. These new reactions were used to synthesize novel heterocyclic compounds. |
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| Keywords: | Benzo[h]chromene benzo[a]xanthene furo[3,2-f]isoquinoline furo[3,2-h]quinoline microwave-assisted synthesis rearrangement |
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