SummaryA simple and efficient catalytic system based on a Pd complex of 4-aminoantipyrine, 4-AAP–Pd(II), was found to be highly active for Suzuki–Miyaura cross-coupling of aryl iodides and bromides with phenylboronic acids under mild reaction conditions. Good to excellent product yields from the cross-coupling reaction can be achieved when the reaction is carried out in ethanol, in the open air, using low loading of 4-AAP–Pd(II) as a precatalyst, and in the presence of aqueous K2CO3 as the base. A variety of functional groups are tolerated.
A one-step synthesis of symmetric biaryls is reported under very mild conditions via the homocoupling reaction of substituted arylboronic acids using an air-and moisture-stable 4-aminoantipyrine-Pd(II) complex as catalyst. The reaction is conducted at a low catalyst loading of 0.1 mol% at room temperature in methanol in the presence of K 2 CO 3 as the base and KMnO 4 as the oxidant. The catalytic methodology is shown to be compatible with diverse functional groups and affords the desired biphenyls in good to excellent yields.
Oxidative Homocoupling of Arylboronic Acids Catalyzed by a 4-Aminoantipyrine-Pd(II) Complex. -The title reaction proceeds under mild conditions using an air-and moisture-stable 4-aminoantipyrine-Pd(II) complex as catalyst. The reaction is conducted at a low catalyst loading of 0.1 mol% in the presence of K 2CO3 as the base and KMnO4 as the oxidant. The new method tolerates diverse functional groups and affords the desired biphenyls in good to excellent yields -(CONTRERAS-CELEDON*, C. A.; RINCON-MEDINA, J. A.; MENDOZA-RAYO, D.; CHACON-GARCIA, L.; Appl. Organomet. Chem. 29 (2015) 7, 439-442, http://dx.doi.org/10.1002/aoc.3312 ; Inst. Invest. Quim.-Biol., Univ. Michoacana San Nicolas Hidalgo, 58030 Morelia, Mex.; Eng.) -B. Guendogan 44-050
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.