Abstract
A high-yielding, divergent approach to generate either spirocyclic indolenines or carbazoles from a common indole-tethered propargyl alcohol precursor is described, with mechanistic insight provided. Either product can be obtained upon treatment with different Ag(I) catalysts at rt. An unexpected hydration reaction to afford (±)-actinopolymorphol B is also reported.
Publication types
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Research Support, Non-U.S. Gov't
MeSH terms
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Alkynes / chemistry
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Biological Products / chemical synthesis*
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Biological Products / chemistry
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Carbazoles / chemical synthesis*
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Carbazoles / chemistry
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Catalysis
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Cyclization
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Indole Alkaloids / chemical synthesis*
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Indole Alkaloids / chemistry
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Molecular Structure
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Propanols / chemistry
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Silver Nitrate / chemistry
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Stereoisomerism
Substances
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Alkynes
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Biological Products
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Carbazoles
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Indole Alkaloids
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Propanols
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actinopolymorphol B
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Silver Nitrate
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propargyl alcohol