Dual Role of Trifluoromethyl Thianthrenium Triflate in Self-Catalyzed Phototandem Trifluoromethyl/Cyclization of <i>N</i>-Methacryloyl Aldehyde Hydrazones in EtOH
Changhong LiuSchool of Chemistry and Chemical EngineeringZhewei ZhangCollege of Chemistry and Materials EngineeringZijian ZhaoCollege of Chemistry and Materials EngineeringJun JiangSchool of Chemistry and Chemical EngineeringZi YangChangsha Medical UniversityZu‐Li WangCollege of Chemical EngineeringWei‐Min HeSchool of Chemistry and Chemical Engineering
2025en
ABI
Abstract
A self-catalyzed phototandem trifluoromethylation/cyclization of N-methacryloyl aldehyde hydrazones with trifluoromethyl thianthrenium triflate (TT-CF3+OTf–) in ethanol has been developed. This method provides access to various trifluoromethylated pyrazolin-5-ones under mild, exogenous catalyst- and organic oxidant-free conditions. The readily prepared TT-CF3+OTf– serves a dual role as both the CF3 radical source and an internal oxidant, greatly simplifying the reaction system. The thianthrene byproduct is efficiently recovered and reused, enhancing economic viability and reducing chemical waste, in line with green chemistry principles.
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