Hydroxyl-Directed Ruthenium-Catalyzed <i>peri</i>-Selective C–H Acylmethylation and Annulation of Naphthols with Sulfoxonium Ylides
Wenbo Ma, Yuqiang Tan, Yang Wang, Zhiyi Li, Zheyu Li, Linghui Gu, Ruhuai Mei, An Cheng
Abstract
)-H acylmethylation of 1-naphthols with α-carbonyl sulfoxonium ylides by utilizing hydroxyl as a weakly coordinating directing group. This new method imparts good reactivity, excellent chemo- and regioselectivity, and broad functional group tolerance and involves mild reaction conditions. The C-H acylmethylated products can be readily cyclized into fluorescent annulated pyrans by a one-pot process.
Topics & Concepts
ChemistryAnnulationRutheniumRegioselectivityReactivity (psychology)CatalysisCombinatorial chemistryMedicinal chemistryOrganic chemistryAlternative medicinePathologyMedicineCatalytic C–H Functionalization MethodsCatalytic Cross-Coupling ReactionsSulfur-Based Synthesis Techniques