Abstract
Concise and efficient six-component and four-component domino approaches to anti-1,2-diarylethylbenzamides and highly substituted 2-(2'-azaaryl)imidazoles have been developed under solvent-free and microwave-irradiation conditions. The reactions showed a broad scope of substrates in which a wide range of common commercial aromatic aldehydes and heteroaryl nitriles can be used. The syntheses were finished within short periods (15-34 min) with good to excellent chemical yields and stereoselectivity that avoided tedious workup isolations. New mechanisms involving an umpolung have been proposed for these two reaction processes.
Publication types
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Research Support, N.I.H., Extramural
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Research Support, Non-U.S. Gov't
MeSH terms
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Acetates / chemistry
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Acetates / radiation effects
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Aldehydes / chemistry
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Aldehydes / radiation effects
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Benzamides / chemical synthesis*
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Benzamides / chemistry
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Ethane / analogs & derivatives
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Ethane / chemical synthesis*
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Ethane / chemistry
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Heterocyclic Compounds, 4 or More Rings / chemical synthesis*
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Heterocyclic Compounds, 4 or More Rings / chemistry
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Hydrocarbons, Cyclic / chemical synthesis*
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Hydrocarbons, Cyclic / chemistry
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Imidazoles / chemical synthesis*
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Imidazoles / chemistry
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Microwaves*
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Nitriles / chemistry
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Nitriles / radiation effects
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Stereoisomerism
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Time Factors
Substances
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Acetates
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Aldehydes
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Benzamides
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Heterocyclic Compounds, 4 or More Rings
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Hydrocarbons, Cyclic
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Imidazoles
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Nitriles
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Ethane
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ammonium acetate