Visible-light photocatalytic trifluoromethylthiolation of aryldiazonium salts: conversion of amino group into trifluoromethylthiol group

Abstract

A visible-light photocatalytic trifluoromethylthiolation of aryl amine through in situ generation of aryldiazonium salts with S-trifluoromethyl 4-methoxylbenzenesulfonothioate was developed.

Use of ArSO2SRf reagents: an efficient tool for the introduction of SRf moieties

“…In addition, in 2018, the same group developed a methodology allowing the synthesis of aryl trifluoromethylthioether compounds 32 (Scheme 11) 24 via a visible light photocatalytic approach. The S-trifluoromethyl 4-methoxybenzenesulfonothioate III was employed as the SCF3 reagent, which brought a clear added value to the process compared to the previously use of the toxic and volatile (SCF3)2.…”

Merging Visible‐Light Catalysis for the Direct Late‐Stage Group‐16–Trifluoromethyl Bond Formation

“…The formation of arene‐SCF 3 species has been also investigated with arene diazonium salts under photocatalytic conditions by the groups of Jacobi von Wangelin, Zhao, as well as our group . All the methodologies have been developed by making use of a Ru‐based photocatalyst.…”

“…Scheme5.Photoinduced CÀHb ond trifluromethoxylation developed by the groupso fN gai, Liu and To gni. Yields determined by 19 FNMR are showed in parenthesis.…”

“…Photoinduced trifluoromethylthiolation of diazonium salts developedb ythe groups of Jacobi von Wangelin, Zhao andour group. Yields determined by 19 FNMR are showed in parenthesis.…”

“…Visible light promoted trifluoromethylselenolation/sulfonylation of unsaturated compounds. Yields determined by 19 FNMR are showed in parenthesis.…”