Regioselective Hydroalkylation of Vinylarenes by Cooperative Cu and Ni Catalysis was written by Ravn, Anne K.;Johansen, Martin B.;Skrydstrup, Troels. And the article was included in Angewandte Chemie, International Edition in 2022.Application In Synthesis of (1R,2S,5R)-2-Isopropyl-5-methylcyclohexanol This article mentions the following:
Disclosed here is a dual copper and nickel catalytic system with a silyl hydride source for promoting the linear selective hydroalkylation of vinylarenes ArCHCH2 (Ar = 4-fluorophenyl, pyridin-2-yl, 2-methyl-1,3-benzoxazol-6-yl, etc.). This carbon-carbon bond-forming protocol is applied to couple a variety of functionalized vinylarenes with alkyl halides RX (R = phenylethyl, cyclohexyl, 3-(2H-1,3-benzodioxol-5-yloxy)propyl, etc.; X = Br, I) applying a nickel(II) NNN pincer complex in the presence of an NHC-ligated copper catalyst. This combination allows for a 1 mol% loading of the nickel catalyst leading to turnover numbers of up to 72. Over 40 examples are presented, including applications for pharmaceutical diversification. Labeling experiments demonstrated the regioselectivity of the reaction and revealed that the copper catalyst plays a crucial role in enhancing the rate for formation of the reactive linear alkyl nickel complex. Overall, the presented work provides a complimentary approach for hydroalkylation reactions, while providing a preliminary mechanistic understanding of the cooperativity between the copper and nickel complexes. In the experiment, the researchers used many compounds, for example, (1R,2S,5R)-2-Isopropyl-5-methylcyclohexanol (cas: 2216-51-5Application In Synthesis of (1R,2S,5R)-2-Isopropyl-5-methylcyclohexanol).
(1R,2S,5R)-2-Isopropyl-5-methylcyclohexanol (cas: 2216-51-5) belongs to alcohols. Alkyl halides are often synthesized from alcohols, in effect substituting a halogen atom for the hydroxyl group. Alcohols may be oxidized to give ketones, aldehydes, and carboxylic acids. These functional groups are useful for further reactions. Oxidation of organic compounds generally increases the number of bonds from carbon to oxygen (or another electronegative element, such as a halogen), and it may decrease the number of bonds to hydrogen.Application In Synthesis of (1R,2S,5R)-2-Isopropyl-5-methylcyclohexanol
Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts