Palladium-catalyzed Suzuki-Miyaura coupling of N-benzenesulfonyl-3,4-dibromopyrrole with a variety of arylboronic acids gave the corresponding 3,4-diarylpyrroles in high yields. The 3,4-differentially arylated pyrroles could also be prepared by stepwise cross-coupling approach. The total syntheses of lamellarins O, P, Q, and R have been achieved by using the cross-coupling and the directed lithiation as key reactions. introduction of different aryl groups at C3 and C4 was effected by regioselective Br-Li exchange of 7b followed by transmetallation and Negishi cross-coupling reaction. Wong reported regioselective ipso-iodination of 3,4-disilylpyrrole 8 and consequently achieved the selective functionalization of the pyrrole core via a range of cross-coupling reactions. 10 Fürstner synthesized 3,4-dibromopyrrole-2,5-dicarboxylate 9 from N-(tert-butoxycarbonyl)pyrrole in three-steps and utilized this compound as a substrate for the Suzuki-Miyaura coupling. 11 He also tested the utility of
scite is a Brooklyn-based organization that helps researchers better discover and understand research articles through Smart Citations–citations that display the context of the citation and describe whether the article provides supporting or contrasting evidence. scite is used by students and researchers from around the world and is funded in part by the National Science Foundation and the National Institute on Drug Abuse of the National Institutes of Health.