Interaction of 3,5-di-tert-butyl-o-benzoquinone with secondary amines—a pathway to new sterically hindered N,N-disubstituted o-aminophenols |
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Authors: | Vladimir CherkasovNikolay Druzhkov Tatiana KocherovaGeorgii Fukin Andrey Shavyrin |
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Institution: | G.A. Razuvaev Institute of Organometallic Chemistry, Russian Academy of Sciences, 49 St. Tropinina, 603950 Nizhny Novgorod, Russian Federation |
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Abstract: | The interaction of 3,5-di-tert-butyl-o-benzoquinone with secondary amines has been studied. The synthetic procedure was developed in order to synthesize a series of new N,N-disubstituted o-aminophenols. The interaction of 3,5-di-tert-butyl-o-benzoquinone with dimethylamine leads to 2-(N,N-dimethylamino)-4,6-di-tert-butyl-phenol, which is oxidized in the reaction medium by the parent 3,5-di-tert-butyl-o-benzoquinone forming spirocompound 4,5′,6,7′-tetra-tert-butyl-3′-methyl-3′H-spiro1,3-benzodioxol-2,2′-1,3]benzoxazole]. |
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Keywords: | Quinones 3 5-Di-tert-butyl-o-benzoquinone Amines o-Aminophenol Spirocompound |
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