1613249-49-2Relevant academic research and scientific papers
Reactivity of mixed organozinc and mixed organocopper reagents: 11. Nickel-catalyzed atom-economic aryl-allyl coupling of mixed (n-alkyl)(aryl)zincs
Kalkan, Melike
, p. 725 - 732 (2014/11/08)
Group selectivity in the allylation of mixed (n-butyl)(phenyl)zinc reagent can be controlled by changing reaction parameters. CuCN-catalyzed allylation in tetrahydrofuran (THF)-hexamethylphosphoric triamide is n-butyl selective and also γ-selective in the presence of MgCl2, whereas CuI-catalyzed allylation in THF in the presence of n-Bu3P takes place with a n-butyl transfer:phenyl transfer ratio of 23:77 and an α:γ transfer ratio of phenyl of 76:24. NiCl2(Ph3P) 2-catalyzed allylation in the presence of LiCl is phenyl selective with an α:γ ratio of 65:35. The reaction of methyl- or n-butyl(aryl)zinc reagents with an allylic electrophile in THF at room temperature in the presence of NiCl2(Ph3P)2 catalyst and LiCl as an additive provides an atom-economic alternative to aryl-allyl coupling using diarylzincs. Copyright
Chemo- and regioselective C(sp3)-H arylation of unactivated allylarenes by deprotonative cross-coupling
Hussain, Nusrah,Frensch, Gustavo,Zhang, Jiadi,Walsh, Patrick J.
supporting information, p. 3693 - 3697 (2014/04/17)
The combination of aryl bromides, allylbenzene, base and a palladium catalyst usually results in a Heck reaction. Herein we combine these same reagents, but override the Heck pathway by employing a strong base. In the presence of LiN(SiMe3)sub
