Abstract
A novel approach was developed for the synthesis of diverse dihydronaphtho[1,2-b]furans from 1,4-naphthoquinones and olefins in the presence of ceric ammonium nitrate. This reaction provides a rapid route for the synthesis of a variety of dihydronaphtho[1,2-b]furans and naphtho[1,2-b]furans bearing different substituents. This methodology was also used to synthesize the biologically important natural product furomollugin in only 2 steps.
Publication types
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Research Support, Non-U.S. Gov't
MeSH terms
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Alkenes / chemistry*
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Biological Products / chemical synthesis
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Biological Products / chemistry
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Catalysis
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Cerium / chemistry*
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Cyclization
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Furans / chemical synthesis*
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Furans / chemistry
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Heterocyclic Compounds, 3-Ring / chemical synthesis*
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Heterocyclic Compounds, 3-Ring / chemistry
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Molecular Structure
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Naphthols / chemical synthesis*
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Naphthols / chemistry
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Naphthoquinones / chemistry*
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Pyrones / chemical synthesis*
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Pyrones / chemistry
Substances
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Alkenes
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Biological Products
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Furans
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Heterocyclic Compounds, 3-Ring
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Naphthols
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Naphthoquinones
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Pyrones
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furomollugin
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Cerium
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1,4-naphthoquinone
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ceric ammonium nitrate