156780-22-2Relevant academic research and scientific papers
Highly regioselective C-5 alkynylation of imidazoles by one-pot sequential bromination and Sonogashira cross coupling
Bellina, Fabio,Lessi, Marco,Marianetti, Giulia,Panattoni, Alessandro
, p. 3855 - 3857 (2015/06/08)
A variety of 2-substituted 5-alkynyl-1H-imidazoles were easily prepared by a one-pot sequential procedure involving a highly regioselective electrophilic C-5 bromination of 1,2-dimethyl-1H-imidazole, 2-chloro-1-methyl-1H-imidazole, and 2-aryl-1-methyl-1H-imidazoles, followed by an efficient palladium/copper co-catalyzed Sonogashira-type alkynylation.
Catalyst-controlled regioselective suzuki couplings at both positions of dihaloimidazoles, dihalooxazoles, and dihalothiazoles
Strotman, Neil A.,Chobanian, Harry R.,He, Jiafang,Guo, Yan,Dormer, Peter G.,Jones, Christina M.,Steves, Janelle E.
supporting information; experimental part, p. 1733 - 1739 (2010/05/18)
(Chemical Equation Presentation) Various dihaloazoles can be monoarylated at a single C-X bond with high selectivity via Suzuki coupling. By changing the palladium catalyst employed, the selectivity can be switched for some dihaloazoles, allowing for Suzuki coupling at the other, traditionally less reactive C-X bond. These conditions are applicable to coupling of a wide variety of aryl-, heteroaryl-, cyclopropyl-, and vinylboronic acids with high selectivities and enable the rapid construction of diverse arrays of diarylazoles in a modular fashion.
