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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• 作者：Vladimir Cherkasov ; Nikolay Druzhkov ; Tatiana Kocherova ; Georgii Fukin ; Andrey Shavyrin
• 关键词：Quinones ; 3 ; 5-Di-tert-butyl-o-benzoquinone ; Amines ; o-Aminophenol ; Spirocompound
• 刊名：Tetrahedron
• 出版年：2011
• 出版时间：7 January 2011
• 年：2011
• 卷：67
• 期：1
• 页码：80-84
• 全文大小：388 K

文摘

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-spiro[1,3-benzodioxol-2,2′-[1,3]benzoxazole].