Cascade Annulation Strategy for Expeditious Assembly of Hydroxybenzo[<i>c</i>]chromen-6-ones and Their Photophysical Property Studies
Yanan Liu, Pui Ying Choy, Demao Wang, Mengdi Wu, Qiang Tang, Xinwei He, Yongjia Shang, Fuk Yee Kwong
Abstract
A 1,8-diazabicyclo[5.4.0]undec-7-ene-promoted cascade double-annulation of ortho -alkynyl quinone methide (in situ generated from modular propargylamine) for constructing of 2-aryl-4-hydroxybenzo[ c ]chromen-6-ones is developed. This synthetic strategy offers remarkable operational simplicity as it allows the use of benchtop-grade solvents without the need for predrying measures and inert atmosphere protection. Additionally, it demonstrates good functional group compatibility. The photophysical properties of these compounds were also examined, revealing bright fluorescence with high quantum yields.
Topics & Concepts
ChemistryAnnulationCascadeCombinatorial chemistryArylPhotochemistryModular designOrganic chemistryCatalysisComputer scienceChromatographyOperating systemAlkylSynthesis of Indole DerivativesCatalytic C–H Functionalization MethodsOxidative Organic Chemistry Reactions