56771-15-4Relevant academic research and scientific papers
Regioselective and Chemoselective Reduction of Naphthols Using Hydrosilane in Methanol: Synthesis of the 5,6,7,8-Tetrahydronaphthol Core
He, Yuan,Tang, Jinghua,Luo, Meiming,Zeng, Xiaoming
supporting information, p. 4159 - 4163 (2018/07/29)
A regioselective and chemoselective method for catalytic synthesis of biologically interesting 5,6,7,8-tetrahydronaphthols by reduction of naphthols was described. The side aromatic hydrocarbons in naphthols were site-selectively reduced, using hydrosilanes in methanol, allowing for retaining functional phenol scaffolds intact. It presents a rare example of using low-cost and air-stable hydrosilane for catalytic reduction of unactivated aromatic hydrocarbons under mild conditions. This reaction is scalable and proceeds in high selectivity without the formation of 1,2,3,4-tetrahydronaphthol byproducts with toleration of sensitive functionalities such as bromide, chloride, fluoride, ketone, ester, and amide.
Synthesis of substituted phenols via photoaddition-fragmentation-aromatic annelation sequence
Haddad, Nizar,Kuzmenkov, Irina
, p. 1663 - 1666 (2007/10/03)
Intramolecular photocycloaddition reaction of dihydro-4-pyrones to alkenes (1), followed by fragmentation then subsequent aromatic annelation, carried out by two alternative methods, has been performed efficiently. The sequence provides a convenient method for the construction of substituted phenols fused to aliphatic ring (4).
