35782-34-4Relevant articles and documents
Functionalization of the Imidazole Backbone by Means of a Tailored and Optimized Oxidative Heck Cross-Coupling
Cirillo, Davide,Angelucci, Francesco,Bj?rsvik, Hans-René
, p. 5079 - 5092 (2020/09/23)
A general and selective Pd-catalyzed cross-coupling of aromatic boronic acids with vinyl-imidazoles is disclosed. Unlike most cross-coupling reactions, this method operates well in absence of bases avoiding the formation of by-products. The reactivity is highly enhanced by the presence of nitrogen-based ligands, in particular bathocuproine. The method involves MnO2 as oxidant for the oxidation Pd (0)→Pd (II), a much weaker oxidant than previously reported in the literature. This allows for the use of reactants that possess a multitude of functional groups. A scope and limitation study involving a series of 24 boronic acids, whereof 18 afforded TMs in yields in the range 41–95%. The disclosed method constitutes the first general method for the oxidative Heck cross-coupling on the imidazole scaffold, which moreover operates with a selection of other heterocycles. (Figure presented.).
The aminocyclodextrin/Pd(OAc)2 complex as an efficient catalyst for the Mizoroki-Heck cross-coupling reaction
Kanagaraj, Kuppusamy,Pitchumani, Kasi
supporting information, p. 14425 - 14431 (2013/11/06)
An aminocyclodextrin/Pd(OAc)2 complex is used as an efficient, reusable catalyst in the Mizoroki-Heck reaction of aryl halides/triflates with olefins to give carbon-carbon-coupled products in good to excellent yields. This simple, efficient catalytic system is applicable to a wide range of aryl and heteroaryl halides/triflates and olefins. This environmentally benign procedure is less hazardous, milder, uses a catalytic amount of ligand and Pd(OAc) 2, avoids an inert atmosphere, and catalyst recovery and reusability are achieved. Copyright
1,3,2,4-Diazadiphosphetidines as new P-N ligands for palladium-catalyzed Heck reaction in water
Iranpoor, Nasser,Firouzabadi, Habib,Tarassoli, Abbas,Fereidoonnezhad, Masood
supporting information; experimental part, p. 2415 - 2421 (2010/05/18)
1,3,2,4-Diazadiphosphetidine-based phosphazane class have been used as a new generation of heterogeneous bidentate P(III) ligands containing nitrogen for base-free Pd(II) catalyzed C-C bond formation through Heck coupling reaction of aryl iodides, bromides and chlorides in water with styrene, n-butyl acrylate, 1-octene, and cyclohexene. The reactions occur heterogeneously in water and homogenously or partially heterogeneously in appropriate organic solvents. The ligand together with its Pd(0) complex is easily separated by filtration and reused for several runs.
