Photoredox Synthesis of Thio‐Functionalized Cyclic Ethers Using N‐Sulfenyl Phthalimides as a Thiyl‐Radical Precursor

2023/04/04 by Maojian Lu, Rong‐Bin Liang, Can‐Ming Zhu +2
Chemistry · #Catalytic C–H Functionalization Methods #Radical Photochemical Reactions #Sulfur-Based Synthesis Techniques

paper · pdf · doi:10.1002/cjoc.202300118

openalex publication_date 2023/04/04 · openalex created_date 2025/10/10 · openalex updated_date 2026/08/01

Abstract

Comprehensive Summary A visible‐light mediated exclusively regioselective synthesis of 2,2‐disubstituted thio‐functionalized tetrahydrofurans, tetrahydro‐ pyrans and oxepanes has been described through an operationally simple and mild photoredox protocol. Thiyl radical generated from N ‐phenylsulfenyl phthalimide by photoredox catalysis was proven to be the key reactive intermediate in this reaction.

Citations

• Visible Light Photoredox Catalysis with Transition Metal Complexes: Applications in Organic Synthesis
• When Light Meets Nitrogen-Centered Radicals: From Reagents to Catalysts
• Photoinduced intermolecular hydrogen atom transfer reactions in organic synthesis

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