1207202-25-2Relevant academic research and scientific papers
Cobalt-Catalyzed Negishi Cross-Coupling Reactions of (Hetero)Arylzinc Reagents with Primary and Secondary Alkyl Bromides and Iodides
Hammann, Jeffrey M.,Haas, Diana,Knochel, Paul
, p. 4478 - 4481 (2015)
We report a cobalt-catalyzed cross-coupling of di(hetero)arylzinc reagents with primary and secondary alkyl iodides or bromides using THF-soluble CoCl2·2 LiCl and TMEDA as a ligand, which leads to the corresponding alkylated products in up to 88% yield. A range of functional groups (e.g. COOR, CN, CF3, F) are tolerated in these substitution reactions. Remarkably, we do not observe rearrangement of secondary alkyl iodides to unbranched products. Additionally, the use of cyclic TBS-protected iodohydrins leads to trans-2-arylcyclohexanol derivatives in excellent diastereoselectivities (up to d.r.=99:1).
Preparation of functionalized aryl iron(II) compounds and a nickel-catalyzed cross-coupling with alkyl halides
Wunderlich, Stefan H.,Knochel, Paul
supporting information; experimental part, p. 9717 - 9720 (2010/04/28)
The ortho-ferration of functionalized arenes using tmp2Fe-2MgCl2-4 LiCl furnishes the corresponding diorgano Fell reagents at 258C in high yields. These reagents undergo cross-coupling reactions in the presence of 4-fluorostyrene to give various alkylated arenes. It turned out that Nill impurities present in commercial FeCl2 (98% pure] catalyzed this alkyl-aryl cross-coupling reaction.
