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Reactions of metallated 1-hydroxy-2,2,4,5,5-pentamethyl-2,5-dihydro-1H-imidazole with functionalized nitroxyl radicals derived from 2,5-dihydro-1H-imidazole and 2,5-dihydro-1H-imidazole 3-oxide

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Abstract

The reactions of the dianion generated from 1-hydroxy-2,2,4,5,5-pentamethyl-2,5-dihydro-1H-imidazole under the action of lithium diisopropylamide with nitroxyl radicals derived from 2,5-dihydro-1H-imidazole or 2,5-dihydro-1H-imidazole 3-oxide and containing the ester, aldehydo, cyano, or imino groups afforded biradicals, including those containing the enamino ketone and enamino imine functions. The reactions of this dianion with nitriles derived from 2,5-dihydro-1H-imidazole 3-oxide gave rise to an enamino nitrile, i.e., electrophilic cyanation formally occurred.

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Reznikov, V.A. Reactions of metallated 1-hydroxy-2,2,4,5,5-pentamethyl-2,5-dihydro-1H-imidazole with functionalized nitroxyl radicals derived from 2,5-dihydro-1H-imidazole and 2,5-dihydro-1H-imidazole 3-oxide. Russian Chemical Bulletin 50, 665–668 (2001). https://doi.org/10.1023/A:1011364929195

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  • DOI: https://doi.org/10.1023/A:1011364929195

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