In 2017,Rezazadeh, Sina; Devannah, Vijayarajan; Watson, Donald A. published 《Nickel-Catalyzed C-Alkylation of Nitroalkanes with Unactivated Alkyl Iodides》.Journal of the American Chemical Society published the findings.Electric Literature of C6H13NO The information in the text is summarized as follows:
In the presence of a nickel(II) diphenyldimethylphenanthroline complex, primary, secondary, and tertiary alkyl iodides such as 3-phenyl-1-Pr iodide alkylated primary nitroalkanes such as Et 4-nitrobutanoate with potassium tert-butoxide and diethylzinc in 1,4-dioxane/MTBE to provide nitroalkanes such as Ph(CH2)3CH(NO2)(CH2)3CO2Et in 34-85% yields. Alkenes, esters, phthalimides, and protected amines, alcs., and ketones were tolerated; compound with Lewis basic groups could be prepared in improved yields with addnl. phenanthroline ligand. TEMPO inhibited the alkylation, and alkylation with cyclpropylmethyl iodide and 6-iodo-1-hexene yielded ring-opened and cyclized products, resp., implying a radical mechanism for the alkylation. The antiviral agent adapromine was prepared in two steps using this method. The structures of cis- and trans-N-(iodocyclohexyl)fluorobenzamides and cis- and trans-N-[(nitromethyl)cyclohexyl]fluorobenzamides were determined by X-ray crystallog. In the experiment, the researchers used many compounds, for example, trans-4-Aminocyclohexanol(cas: 27489-62-9Electric Literature of C6H13NO)
trans-4-Aminocyclohexanol(cas: 27489-62-9) belongs to anime. Examples of direct uses of amines and their salts are as corrosion inhibitors in boilers and in lubricating oils (morpholine), as antioxidants for rubber and roofing asphalt (diarylamines), as stabilizers for cellulose nitrate explosives (diphenylamine), as protectants against damage from gamma radiation (diarylamines), as developers in photography (aromatic diamines), as flotation agents in mining, as anticling and waterproofing agents for textiles, as fabric softeners, in paper coating, and for solubilizing herbicides.Electric Literature of C6H13NO
Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts