Remote Trifluoromethylthiolation Enabled by Organophotocatalytic C–C Bond Cleavage

Tengfei Ji, Xiang-Yu Chen, Long Huang, Magnus Rueping

Research output: Contribution to journalArticlepeer-review

11 Scopus citations

Abstract

The first metal-free ring opening/trifluoromethylthiolation of cycloalkanols for the formation of remote C(sp3)–SCF3 bonds has been developed. A variety of trifluoromethylthiolated carbonyl compounds that are otherwise difficult to achieve were prepared in good yields under mild reaction conditions. The reaction is assumed to proceed via C–C bond cleavage of the alkoxyl radical species generated via a photoredox-enabled intramolecular proton-coupled electron transfer process, followed by trifluoromethylthiolation of the resulting C-centered radical with the N-(trifluoromethylthio)phthalimide reagent.
Original languageEnglish (US)
JournalOrganic Letters
DOIs
StatePublished - Mar 16 2020

Fingerprint

Dive into the research topics of 'Remote Trifluoromethylthiolation Enabled by Organophotocatalytic C–C Bond Cleavage'. Together they form a unique fingerprint.

Cite this