2-Position-Selective Trifluoromethylthiolation of Six-Membered Heteroaromatic Compounds

Ryuhei Muta, Takeru Torigoe, Yoichiro Kuninobu

Research output: Contribution to journalArticlepeer-review

19 Citations (Scopus)


The regioselective C-H trifluoromethylthiolation of six-membered heteroaromatic compounds via nucleophilic attack of a CF3S source on the electrophilically activated six-membered heteroaromatic ring was developed. The reaction proceeds in good yield with good functional group tolerance, even on a gram-scale. The key to the successful regioselective transformation is the presence of an additive (2,4-dinitrobenzenesulfonyl chloride). The regioselective trifluoromethylthiolation of quinidine derivative is also demonstrated. Trifluoromethylthiolation, followed by S-oxidation, affords the corresponding sulfones.

Original languageEnglish
JournalOrganic letters
Publication statusPublished - Jan 1 2019

All Science Journal Classification (ASJC) codes

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry


Dive into the research topics of '2-Position-Selective Trifluoromethylthiolation of Six-Membered Heteroaromatic Compounds'. Together they form a unique fingerprint.

Cite this