Metal-free alcohol-directed regioselective heteroarylation of remote unactivated C(sp3)-H bonds was written by Wu, Xinxin;Zhang, Hong;Tang, Nana;Wu, Zhen;Wang, Dongping;Ji, Meishan;Xu, Yan;Wang, Min;Zhu, Chen. And the article was included in Nature Communications in 2018.Application In Synthesis of 3,7-Dimethyloctan-1-ol The following contents are mentioned in the article:
A practical and elusive metal-free alc.-directed heteroarylation of remote unactivated C(sp3)-H bonds was disclosed. Phenyliodine bis(trifluoroacetate) (PIFA) was used as the only reagent to enable the coupling of alcs. and heteroaryls. Alkoxy radicals were readily generated from free alcs. under the irradiation of visible light, which trigged the regioselective hydrogen-atom transfer (HAT). A wide range of functional groups were compatible with the mild reaction conditions. Two unactivated C-H bonds were cleaved and one new C-C bond was constructed during the reaction. This protocol provides an efficient strategy for the late-stage functionalization of alcs. and heteroaryls. This study involved multiple reactions and reactants, such as 3,7-Dimethyloctan-1-ol (cas: 106-21-8Application In Synthesis of 3,7-Dimethyloctan-1-ol).
3,7-Dimethyloctan-1-ol (cas: 106-21-8) belongs to alcohols. The oxygen atom of the strongly polarized O―H bond of an alcohol pulls electron density away from the hydrogen atom. This polarized hydrogen, which bears a partial positive charge, can form a hydrogen bond with a pair of nonbonding electrons on another oxygen atom. Tertiary alcohols cannot be oxidized at all without breaking carbon-carbon bonds, whereas primary alcohols can be oxidized to aldehydes or further oxidized to carboxylic acids.Application In Synthesis of 3,7-Dimethyloctan-1-ol
Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts