Palladium-Catalyzed Carbonylative Couplings of Vinylogous Enolates: Application to Statin Structures was written by Makarov, Ilya S.;Kuwahara, Takashi;Jusseau, Xavier;Ryu, Ilhyong;Lindhardt, Anders T.;Skrydstrup, Troels. And the article was included in Journal of the American Chemical Society in 2015.SDS of cas: 34091-51-5 This article mentions the following:
The first Pd-catalyzed carbonylative couplings of aryl and vinyl halides with vinylogous enolates are reported to generate products derived from C-C bond formation exclusively at the γ-position. Good results were obtained with a dienolate derivative of acetoacetate (1,3-dioxin-4-one). E.g., in presence of Pd(dba)2, Xantphos, and LiHMDS in THF in a two-chamber reactor system using SilaCOgen as the carbon monoxide source, carbonylative coupling of 4-NCC6H4I with 2,2,6-trimethyl-4H-1,3-dioxin-4-one gave 77% I. These transformations occurred at room temperature and, importantly, with only stoichiometric carbon monoxide in a two-chamber reactor. The methodol. was applied to the synthesis of two members of the statin family generating the cis-3,5-diol acid motif by a γ-selective carbonylation followed by a cis-stereoselective reduction of the 3,5-dicarbonyl acid intermediates. In the experiment, the researchers used many compounds, for example, 5-Iodo-1-methyl-1H-pyrazole (cas: 34091-51-5SDS of cas: 34091-51-5).
5-Iodo-1-methyl-1H-pyrazole (cas: 34091-51-5) belongs to iodide derivatives. In general, organic iodides are light-sensitive and turn yellow during storage, owing to the formation of iodine. The C–I bond is the weakest of the carbon–halogen bonds. These bond strengths correlate with the electronegativity of the halogen, decreasing in the order F > Cl > Br > I.SDS of cas: 34091-51-5
Referemce:
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com