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Pd(0)-Catalyzed Direct Inter- and Intramolecular C–H Functionalization of 4-Carboxyimidazoles
Synlett ( IF 2 ) Pub Date : 2020-03-17 , DOI: 10.1055/s-0040-1708003
Steven Frippiat 1 , Christine Baudequin 1 , Christophe Hoarau 1 , Antoine Peresson 1 , Thibaut Perse 2 , Yvan Ramondenc 1 , Cédric Schneider 1 , Olivier Querolle 2 , Patrick Angibaud 2 , Virginie Poncelet 2 , Lieven Meerpoel 2 , Vincent Levacher 1 , Laurent Bischoff 1
Affiliation  

The palladium-catalyzed arylation and alkenylation of N-substituted methyl imidazole-4-carboxylates are described through inter- and intramolecular pathways. Both direct C2–H and C5–H arylation and alkenylation proceed under Pd(0)/Cu(I) cooperative catalysis and Pd(0) catalysis, respectively, in low-polarity 1,4-dioxane solvent. The methodology gives access to C2 (hetero)aryl or alkenyl imidazoles as well as innovative C2- and C5-arylated fused imidazoles tricycles with a five- to seven-membered middle ring.

中文翻译:

Pd(0)-催化的 4-羧基咪唑的直接分子间和分子内 C-H 官能化

通过分子间和分子内途径描述了钯催化的 N-取代甲基咪唑-4-羧酸酯的芳基化和烯基化。在低极性 1,4-二恶烷溶剂中,直接 C2-H 和 C5-H 芳基化和烯基化分别在 Pd(0)/Cu(I) 协同催化和 Pd(0) 催化下进行。该方法可以获得 C2(杂)芳基或烯基咪唑以及具有五至七元中间环的创新 C2-和 C5-芳基化的稠合咪唑三环。
更新日期:2020-03-17
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