Chemoselective Palladium-Catalyzed Direct C-H Arylation of 5-Carboxyimidazoles: Unparalleled Access to Fused Imidazole-Based Tricycles Containing Six-, Seven- or Eight-Membered Rings

Autor: Cédric Schneider, Christophe Hoarau, Patrick René Angibaud, Jérémy Thireau, Vincent Levacher, Sandrine Gaurrand, Christine Baudequin, Lieven Meerpoel, Olivier Alexis Georges Querolle
Rok vydání: 2017
Předmět:
Zdroj: European Journal of Organic Chemistry. 2017:2491-2494
ISSN: 1434-193X
Popis: An extensive study of the chemoselective Pd-catalyzed inter- and intramolecular direct C–H arylation of N-benzylated 5-carboxyimidazoles with halides with and without CuI assistance in 1,4-dioxane as a low-polarity solvent was explored. The method was suitable for the synthesis of fused imidazole-based tricyclic systems incorporating medium-sized rings, including, for the first time, eight-membered rings, which are valuable in modern drug design.
Databáze: OpenAIRE
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