1266570-75-5Relevant academic research and scientific papers
Formal Bromine Atom Transfer Radical Addition of Nonactivated Bromoalkanes Using Photoredox Gold Catalysis
Zidan, Montserrat,McCallum, Terry,Swann, Rowan,Barriault, Louis
, p. 8401 - 8406 (2020)
Organic transformations mediated by photoredox catalysis have been at the forefront of reaction discovery. Recently, it has been demonstrated that binuclear Au(I) bisphosphine complexes, such as [Au2(μ-dppm)2]X2, are capable of mediating electron transfer to nonactivated bromoalkanes for the generation of a variety of alkyl radicals. The transfer reactions of bromine, derived from nonactivated bromoalkanes, are largely unknown. Therefore, we propose that unique metal-based mechanistic pathways are at play, as this binuclear gold catalyst has been known to produce Au(III) Lewis acid intermediates. The scope and proposed mechanistic overview for the formal bromine atom transfer reaction of nonactivated bromoalkanes mediated by photoredox Au(I) catalysis is presented. The methodology presented afforded good yields and a broad scope which include examples using bromoalkanes and iodoarenes.
Carboiodination Catalyzed by Nickel
Yoon, Hyung,Marchese, Austin D.,Lautens, Mark
supporting information, p. 10950 - 10954 (2018/09/11)
A novel nickel-catalyzed cycloisomerization reaction forming a new carbon-carbon bond while preserving the carbon-halogen bond has been developed. A cheap and readily available Ni-catalyst is employed to generate nitrogen containing heterocycles in good t
Palladium-catalyzed carbohalogenation: Bromide to iodide exchange and domino processes
Newman, Stephen G.,Howell, Jennifer K.,Nicolaus, Norman,Lautens, Mark
supporting information; experimental part, p. 14916 - 14919 (2011/11/01)
Aryl bromides have been used to prepare a variety of nitrogen- and oxygen-containing heterocycles featuring new carbon-carbon and carbon-iodine bonds. This palladium-catalyzed carbohalogenation requires potassium iodide for the reaction to proceed in high yields. Additionally, the first examples of domino carbohalogenation reactions have been demonstrated using both aryl iodide and aryl bromide starting materials. Complex products with multiple rings and stereogenic centers are generated in excellent yields with moderate to excellent diastereoselectivities.
Palladium-catalyzed carboiodination of alkenes: Carbon-carbon bond formation with retention of reactive functionality
Newman, Stephen G.,Lautens, Mark
supporting information; experimental part, p. 1778 - 1780 (2011/04/18)
We report a palladium-catalyzed carbon-carbon bond-forming reaction between aryl iodides and alkenes. In contrast to traditional cross-coupling reactions, two new bonds are formed, and all of the atoms in the starting materials are incorporated into the p
