Department of Chemistry and Chemistry Institute of Functional Materials, Pusan National University, Busan 46241, Republic of Korea.
Chem Commun (Camb). 2018 Jun 19;54(50):6879-6882. doi: 10.1039/c8cc02405g.
A palladium-catalyzed C-H alkenylation of imidazoles has been developed. High C5 selectivity was achieved for C2-unsubstituted and C2-substituted imidazoles using oxygen and copper(ii) acetate, respectively, as oxidants. The obtained products were applied to benzannulation through a sequence involving transposition of N-alkyl groups to give C4-alkenyl imidazoles, alkenylation, thermal 6π-electrocyclization, and oxidation, affording unsymmetrically substituted benzimidazoles.
钯催化的咪唑 C-H 烯丙基化反应已经被开发出来。在使用氧气和醋酸铜(ii)作为氧化剂时,分别对于 C2-未取代和 C2-取代的咪唑实现了高的 C5 选择性。得到的产物通过一系列反应,包括 N-烷基基团的转位得到 C4-烯基咪唑、烯丙基化、热 6π-电环化和氧化,应用于苯并稠环化反应,得到不对称取代的苯并咪唑。