Reaction of N-cyclohexyl-2-(2-hydroxynaphthalen-1-yl)pyrrolidine-1-carboxamide with resorcinol and its derivatives and synthesis of polyphenols


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Abstract

An acid-catalyzed pyrrolidine ring opening in 2-(2-hydroxynaphthalen-1-yl)pyrrolidine-1-carboxamides in the presence of resorcinols furnished new calix[4]resorcinols or 1,1-diarylbutanes modified with urea fragments. The process follows the retro-Mannich reaction mechanism, with the 2-naphthol fragment playing the role of the leaving group.

About the authors

A. V. Smolobochkin

A. E. Arbuzov Institute of Organic and Physical Chemistry, Kazan Scientific Center of the Russian Academy of Sciences

Email: agazizov@iopc.ru
Russian Federation, 8 ul. Akad. Arbuzova, Kazan, 420088

A. S. Gazizov

A. E. Arbuzov Institute of Organic and Physical Chemistry, Kazan Scientific Center of the Russian Academy of Sciences

Author for correspondence.
Email: agazizov@iopc.ru
Russian Federation, 8 ul. Akad. Arbuzova, Kazan, 420088

A. R. Burilov

A. E. Arbuzov Institute of Organic and Physical Chemistry, Kazan Scientific Center of the Russian Academy of Sciences

Email: agazizov@iopc.ru
Russian Federation, 8 ul. Akad. Arbuzova, Kazan, 420088

M. A. Pudovik

A. E. Arbuzov Institute of Organic and Physical Chemistry, Kazan Scientific Center of the Russian Academy of Sciences

Email: agazizov@iopc.ru
Russian Federation, 8 ul. Akad. Arbuzova, Kazan, 420088

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