2018
DOI: 10.1039/c7sc03891g
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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.

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Cited by 64 publications
(32 citation statements)
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“…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.…”
Section: Resultsmentioning
confidence: 99%
“…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.…”
Section: Resultsmentioning
confidence: 99%
“…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.…”
Section: Figurementioning
confidence: 96%
“…[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.…”
Section: Straightforward Electrochemical Sulfonylation Of Arenes and mentioning
confidence: 99%
“…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).…”
Section: Straightforward Electrochemical Sulfonylation Of Arenes and mentioning
confidence: 99%