413615-54-0Relevant academic research and scientific papers
Controlling Chemoselectivity of Catalytic Hydroboration with Light
Bergamaschi, Enrico,Chen, Yi-Kai,Hohenadel, Melissa,Lunic, Danijela,McLean, Liam A.,Teskey, Christopher J.
supporting information, (2022/01/13)
The ability to selectively react one functional group in the presence of another underpins efficient reaction sequences. Despite many designer catalytic systems being reported for hydroboration reactions, which allow introduction of a functional handle fo
Synthesis of diketones and ω-hydroxy ketones from methyl ketones and α,ω-diols by an [IrCl(eod)]2/PPh3/KOH system
Maeda, Kensaku,Obora, Yasushi,Sakaguchi, Satoshi,Ishii, Yasutaka
experimental part, p. 689 - 696 (2009/04/07)
ω-Hydroxy ketones and diketones, which are important starting materials for the synthesis of cycloalkanones and heterocyclic compounds, were prepared by the one-step reaction of methyl ketones with α,ω-diols under the influence of an iridium complex and a base. The selectivity of ω-hydroxy ketones and diketones could be controlled by varying the starting ratio of methyl ketones to α,ωdiols. For example, reaction using acetophenone (5 equiv) with respect to 1,6-hexanediol (1 equiv) in the presence of [IrCl(cod)]2, PPh3, and KOH without solvent gave 1,10-diphenyl-1,10-decane-dione in almost quantitative yield, while reaction using acetophenone (1 equiv) to 1,6-hexanediol (4 equiv) led to 8-hy-droxy-l-phenyl-l-octanone in 92% yield. This methodology was successfully extended to the reaction of arylacetonitriles with α.ω-odiols leading to diaryldinitriles.
