Metal-free C-H/C-H coupling of 2 H-imidazole 1-oxides with polyphenols toward imidazole-linked polyphenolic compounds / T. D. Moseev, E. A. Nikiforov, M. V. Varaksin [et al.] // Journal of Organic Chemistry. - 2021. - Vol. 86, № 19. - P13702–13710 Рубрики: ХИМИЧЕСКИЕ НАУКИ Аннотация: The methodology of nucleophilic substitution of hydrogen (SNH) was successfully applied as a convenient synthetic tool to afford azaheterocyclic derivatives of phenols of various architectures. A series of 26 novel imidazole-linked polyphenolic compounds were first prepared in 72–95% yields through the direct metal-free C–H/C–H coupling of polyphenols with 2H-imidazole 1-oxides. Comprehensive studies on the reaction condition optimization, scope, and limitations enabled the development of a straightforward method toward novel bifunctional derivatives bearing both phenolic and imidazole scaffolds of particular interest in the design of challenging molecules for versatile applications in medicinal chemistry and materials science. |