Direct sulfonylation of anilines mediated by visible light

Abstract

Visible light photocatalysis allows the introduction of the sulfone functional group to anilines under mild reaction conditions, without the need for pre-functionalization.

Photoredox-catalyzed branch-selective pyridylation of alkenes for the expedient synthesis of Triprolidine

“…Design plan. We hypothesized that sodium sulfinates would be the ideal reusable radical precursors, due to the unique properties of which: (i) sufinates have been recently employed as efficient sulfonyl coupling partners in photoredox catalysis [47][48][49][50][51][52][53][54][55][56][57][58][59][60][61][62] ; (ii) it is well known that the alkyl sulfones would be prone to undergo desulfonylation under basic conditions [63][64][65] . As depicted in Fig.…”

Electrochemical Oxidative C−H Sulfonylation of Anilines

“…According to the results described above and the literature reports, we proposed the following possible mechanisms in Scheme . Firstly, arylsulfonyl radical D is generated from the anodic oxidation of sulfinate salts.…”

Straightforward Electrochemical Sulfonylation of Arenes and Aniline Derivatives using Sodium Sulfinates

“…[13] For example, the group of Willis described a direct photoinduced sulfonylation of N-alkylated anilines using an iridium catalyst (Scheme 2). [10] This procedure allows to obtain good overall yields. However, harmful and expensive transition metals, ligands and mediators are needed.…”

“…Reported strategies for sulfinate-arene/aniline cross-coupling reactions and combining concept of this work. [10,11] Scheme 3. Test reaction under optimized conditions for electro-organic synthesis of 2,5-dimethoxydiphenylsulfone (8) and 2,5-dimethoxyphenylmethylsulfone (9).…”