纳米Cu-CuFe2O4在乙醇中催化选择性还原α,β,γ,δ-不饱和羰基化合物

Nano Cu-CuFe2O4-Catalyzed Selective Reduction ofα,β,γ,δ-Unsaturated Carbonyls in Alcohol Medium

纳米Cu-CuFe2O4通过质子去硼策略能高效催化α,β,γ,δ-不饱和酮、酯和腈酯发生1,4-还原.与已报道的方法相比,该方法具有以乙醇溶剂为氢源、催化剂量低(0.5 mol%)、催化剂可循环使用等优点.同时,研究了该催化体系的克级规模反应和反应机理.此外,也研究了还原产物(E)-γ,δ-不饱和羰基化合物的应用,如可转化生成3-丁烯-1-醇、3-丁烯-1-胺、γ-酮酸、环醚和环硝基酮.

An efficient Cu-CuFe2O4 nanoparticle-catalyzed protodeboronation strategy has been developed for the chemoselective 1,4-reduction ofα,β,γ,δ-unsaturated ketones,carboxylic ester and cyano-ester.This protocol has the advantageous of the use of alcohol as hydrogen source and solvent,low catalyst loading(0.5 mol%),and excellent catalyst recyclability.Additionally,the Cu-CuFe2O4 catalyst has shown excellent performance in gram-scale reactions.Furthermore,the catalytic mechanism has also been discussed.The reactivity of(E)-γ,δ-unsaturated carbonyl products,an important class ofγ,δ-unsaturated alkenes,enables easy access to 3-buten-1-ols,3-buten-1-amines,γ-keto acids,cyclic ethers,and cyclic nitrones.