Abstract
A novel, efficient route to biologically and pharmaceutically important o-(dimethylamino)aryl ketones, acridones, acridinium salts, and 1H-indazoles has been developed starting from readily available hydrazones of aldehydes and o-(trimethylsilyl)aryl triflates. The reaction proceeds through arynes under mild conditions, tolerates a wide range of functional groups, and provides the final products in good to excellent yields.
Publication types
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Research Support, N.I.H., Extramural
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Research Support, U.S. Gov't, Non-P.H.S.
MeSH terms
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Acridines / chemical synthesis*
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Acridines / chemistry
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Acridones
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Benzene Derivatives / chemistry*
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Chemistry Techniques, Synthetic
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Cyclization
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Halogenation
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Hydrazones / chemistry*
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Imines / chemistry
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Indazoles / chemical synthesis*
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Indazoles / chemistry
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Ketones / chemical synthesis*
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Ketones / chemistry
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Nitriles / chemistry
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Salts / chemistry*
Substances
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Acridines
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Acridones
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Benzene Derivatives
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Hydrazones
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Imines
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Indazoles
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Ketones
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Nitriles
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Salts
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benzyne
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ketimine
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acridone