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Updated: Dec 29, 2025

Facile Preparation of 2Z,4E-Dienamides by the Olefination of Electron-deficient Alkenes with Allyl Acetate
Published on: June 21, 2017
Access to the most sterically crowded anilines via non-catalysed C-C coupling reactions
Jan Vrána1, Maksim A Samsonov, Vlastimil Němec
1Department of General and Inorganic Chemistry, Faculty of Chemical Technology, University of Pardubice, Studentská 573, CZ-532 10, Pardubice, Czech Republic. jan.vrana@upce.cz.
Abstract:
Variously substituted 2,6-bis(1,1-diarylethyl)anilines and 2,6-bis(trityl)anilines were prepared by a three-step high-yield process. Dimethyl-2-aminoisophtalate was modified by reaction with arylmagnesium bromides, and the hydroxy-derivatives obtained were etherified. Under the non-catalysed C-C coupling protocol, the formed bis[methyl(methoxy)diaryl]anilines react with various Grignard reagents to give highly substituted products. The buried volumes around the central nitrogen atom of the prepared compounds exceed the parameters for the known most sterically hindered anilines by about 20%.
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