Abstract
Treatment of N,N-dimethyl 2-[2-(2-ethynylphenyl)ethynyl]anilines (1) with 1.2 equiv of iodine in CH(2)Cl(2) gave benzo[a]carbazoles (2) in good yields. Mechanistic studies showed this reaction must go through the haloindole (3) followed by iodonium ion catalyzed atom-transfer cyclization reaction to give the benzo[a]carbazoles.
Publication types
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Research Support, Non-U.S. Gov't
MeSH terms
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Aniline Compounds / chemistry*
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Carbazoles / chemical synthesis*
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Catalysis
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Chemistry Techniques, Synthetic
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Cyclization
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Enediynes / chemistry*
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Halogenation
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Indoles / chemistry
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Iodine*
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Magnetic Resonance Spectroscopy
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Molecular Structure
Substances
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Aniline Compounds
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Carbazoles
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Enediynes
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Indoles
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Iodine
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aniline