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Free Radical Promoted Trifluoromethylthiolation of Alkynes to Access SCF<sub>3</sub>-Containing Dibenzazepines or Dioxodibenzothiazepines

Yingming Ren, Qinqin Yan, Yang Li, Gao Y, Jincan Zhao, Li‐Jun Li, Zhong‐Quan Liu, Zejiang Li

2022The Journal of Organic Chemistry22 citationsDOI

Abstract

Persulfate-promoted radical cascade trifluoromethylthiolation of aryl acetylenes with AgSCF3 provides a simple reaction system for the synthesis of SCF3-substituted dibenzazepines or dioxodibenzothiazepines with good Z/E selectivity. The single-crystal X-ray diffraction data confirms the structures of the final products. A series of scaled-up experiments, further transformations, and radical inhibition experiments were operated in the reaction system.

Topics & Concepts

ChemistryPersulfateSelectivityCascadeArylSingle crystalFree-radical reactionOrganic chemistryRadicalCrystallographyCatalysisChromatographyAlkylFluorine in Organic ChemistrySulfur-Based Synthesis Techniques
Free Radical Promoted Trifluoromethylthiolation of Alkynes to Access SCF<sub>3</sub>-Containing Dibenzazepines or Dioxodibenzothiazepines | Litcius