A Visible Light Ru-Catalyzed Photoredox Access to Substituted Dihydrofurans

Abstract

An efficient, visible light Ru(bpy) 3 Cl 2 -catalyzed method for the preparation of 2,3-dihydrofurans is reported. This approach employs 2-bromoketoesters as radical precursors and alkyl enol ethers as acceptors. The photoredox cycle furnishes an oxonium ion that is captured by an internal nucleophile to render the corresponding dihydrofurans. Moreover, the obtained products contain a versatile acetal moiety at C-2, allowing its transformation into a diverse variety of heteroaromatic and nonaromatic compounds. This method could serve as an important tool in the synthesis of complex tetrahydro-and dihydrofurans as well as heteroaromatic structures.Article pubs.acs.org/joc

Hydroxyl-Directed Ru(II)-Catalyzed Synthesis of Fused Dihydrofurans Using 1,4-Dioxane and Sulfoxonium Ylides as Annulating Agents

“…Dihydrofuran-fused compounds are very important structural motifs which are widely distributed in many bioactive natural products and pharmaceutically important compounds (Figure ). Because of the importance of these compounds, development of new methods to synthesize these heterocyclic compounds has received much attention, and as a result, varieties of synthetic methods have been developed in the recent past …”