Visible-Light-Promoted Oxidative Annulation of Naphthols and Alkynes: Synthesis of Functionalized Naphthofurans
Neha Chalotra, Iftkhar Hussain Shah, Shabnam Raheem, Masood Ahmad Rizvi, Bhahwal Ali Shah
Abstract
A visible-light-mediated site-selective oxidative annulation of naphthols with alkynes for the synthesis of functionalized naphthofurans has been developed. The reaction relies on the in situ formation of an electron donor acceptor pair between phenylacetylene and thiophenol as the light-absorbing system to obviate the requirement of an added photocatalyst. The protocol facilitates the transformation of 1-naphthol and 2-naphthol as well as 1,4-naphthoquinone into a wide variety of highly functionalized naphthofurans.
Topics & Concepts
ChemistryThiophenolAnnulationPhenylacetyleneVisible spectrumOxidative phosphorylationPhotochemistryNaphthoquinonePhotooxygenationCombinatorial chemistryPhotocatalysisOrganic chemistryOxygenCatalysisSinglet oxygenPhysicsOptoelectronicsBiochemistryCatalytic C–H Functionalization MethodsRadical Photochemical ReactionsSynthesis of Indole Derivatives