876141-63-8Relevant academic research and scientific papers
Ru-catalyzed (E)-specific ortho-C-H alkenylation of arenecarboxylic acids by coupling with alkenyl bromides
Belitz, Florian,Goo?en, Lukas J.,Hu, Zhiyong,Papp, Florian,Zhang, Guodong
, p. 3541 - 3545 (2021)
In the presence of [p-cymene)RuCl2]2, (E)-configured alkenyl bromides couple with aromatic carboxylates to form ortho-vinylbenzoic acids. This C-H vinylation proceeds in high yields without any activating phosphine ligands and has an excellent functional group tolerance. Starting from commonly available (E/Z)-mixtures of alkenyl bromides, (E)-configured vinyl arenes or dienes are formed exclusively. Mechanistic studies show that this selectivity is achieved because the (E)-configured alkenyl bromides undergo a smooth coupling, whereas the (Z)-isomers are rapidly eliminated with the formation of alkynes.
