Photoredox Synthesis of Thio‐Functionalized Cyclic Ethers Using <i>N</i>‐Sulfenyl Phthalimides as a Thiyl‐Radical Precursor
Maojian Lu, Rong‐Bin Liang, Can‐Ming Zhu, Qing‐Xiao Tong, Jian‐Ji Zhong
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.
Topics & Concepts
ChemistryPhthalimidesPhotoredox catalysisPhthalimideRegioselectivityThio-Combinatorial chemistryVisible spectrumPhotochemistryCatalysisOrganic chemistryPhotocatalysisPhysicsOptoelectronicsSulfur-Based Synthesis TechniquesRadical Photochemical ReactionsCatalytic C–H Functionalization Methods