1610341-75-7Relevant academic research and scientific papers
Direct synthesis of 1,4-diols from alkenes by iron-catalyzed aerobic hydration and C-H hydroxylation
Hashimoto, Takuma,Hirose, Daisuke,Taniguchi, Tsuyoshi
supporting information, p. 2730 - 2734 (2014/03/21)
Various 1,4-diols are easily accessible from alkenes through iron-catalyzed aerobic hydration. The reaction system consists of a user-friendly iron phthalocyanine complex, sodium borohydride, and molecular oxygen. Furthermore, the effect of additional ligands on the iron complex was examined for a model reaction. The second hydroxy group is installed by direct C(sp3)-H oxygenation, which is based on a [1,5] hydrogen shift process of a transient alkoxy radical that is formed by formal hydration of the olefin. One more hydroxy group: A method for the synthesis of 1,4-diols from simple alkenes has been developed. This unusual transformation entails an iron-catalyzed aerobic hydration and is achieved with convenient reagents, such as molecular oxygen. The formation of an intermediary alkoxy radical, which undergoes a [1,5] hydrogen shift, is likely to be essential for C(sp3)-H hydroxylation. Pc=phthalocyanine.
