1383435-82-2Relevant academic research and scientific papers
Nickel-catalyzed reductive alkylation of halogenated pyridines with secondary alkyl bromides
Liu, Huiyan,Liang, Zhuye,Qian, Qun,Lin, Kunhua
, p. 2999 - 3007 (2014)
This article highlights Ni-catalyzed cross-electrophile coupling of halogenated pyridines with secondary alkyl bromides using zinc as the terminal reductant. With this protocol, we have successfully achieved different alkyl-substituted pyridines in modera
Alkyl?(Hetero)Aryl Bond Formation via Decarboxylative Cross-Coupling: A Systematic Analysis
Sandfort, Frederik,O'Neill, Matthew J.,Cornella, Josep,Wimmer, Laurin,Baran, Phil S.
supporting information, p. 3319 - 3323 (2017/03/17)
Suzuki, Negishi, and Kumada couplings are some of the most important reactions for the formation of skeletal C?C linkages. Their widespread use to forge bonds between two aromatic rings has enabled every branch of chemical science. The analogous union between alkyl halides and metallated aryl systems has not been as widely employed due to the lack of commercially available halide building blocks. Redox-active esters have recently emerged as useful surrogates for alkyl halides in cross-coupling chemistry. Such esters are easily accessible through reactions between ubiquitous carboxylic acids and coupling agents widely used in amide bond formation. This article features an amalgamation of in-house experience bolstered by approximately 200 systematically designed experiments to accelerate the selection of ideal reaction conditions and activating agents for the cross-coupling of primary, secondary, and tertiary alkyl carboxylic acids with both aryl and heteroaryl organometallic species.
Nickel-catalyzed reductive coupling of aryl halides with secondary alkyl bromides and allylic acetate
Wang, Shulin,Qian, Qun,Gong, Hegui
supporting information; experimental part, p. 3352 - 3355 (2012/08/08)
A room-temperature Ni-catalyzed reductive method for the coupling of aryl bromides with secondary alkyl bromides has been developed, providing C(sp 2)-C(sp3) products in good to excellent yields. Slight modification of this protocol allows efficient coupling of activated aryl chlorides with cyclohexyl bromide and aryl bromides with allylic acetate.
