6315-95-3Relevant articles and documents
Nickel-catalyzed cross-coupling of unactivated alkyl halides and tosylate carrying a functional group with alkyl and phenyl Grignard reagents
Singh, Surya Prakash,Terao, Jun,Kambe, Nobuaki
scheme or table, p. 5644 - 5646 (2011/02/25)
By the use of catalytic amounts of a nickel salt and a 1,3-butadiene, primary and secondary alkyl Grignard reagents undergo cross-coupling with alkyl bromides, iodide, and tosylate carrying a functional group such as amide, ester, and ketone at 0 °C in THF. The present procedure provides a simple, convenient, and practical method for construction of carbon chains in the presence of various functional groups. PhMgBr also gave the corresponding coupling product in a moderate yield.
Novel Acylation of Aliphatic Olefins Promoted by Active Zinc Compounds
Shono, Tatsuya,Nishiguchi, Ikuzo,Sasaki, Manji,Ikeda, Haruhiko,Kurita, Makoto
, p. 2503 - 2505 (2007/10/02)
It was found that acylation of a variety of aliphatic olefins with acid chlorides is efficiently promoted by active zinc compounds, which were prepared from a Zn/Cu couple and alkyl iodides.The crude product mixtures were subsequently treated with 1 M KOH in methanol or were subjected to catalytic hydrogenation to afford the corresponding α,β-unsaturated or saturated ketones in good to moderate yields.It was also shown that the reaction fully follows the Markovnikov rule.
