2022
DOI: 10.1039/d2ob00986b
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Transition metal catalysed direct sulfanylation of unreactive C–H bonds: an overview of the last two decades

Abstract: Transition metal catalysed direct sulfanylations of unreactive C-H bonds have become a unique and straightforward synthetic strategy in late-stage C-S bond formation of relevant complex molecules. Such transformations have represented...

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Cited by 14 publications
(5 citation statements)
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“…In spite of 8‐aminoquinoline can stabilized high‐valent copper species, the Cu(III) intermediate C simultaneously undergoes reductive elimination to provide the sulfanylation product 3 a , together with the Cu(I) species. As the final step, oxidation of Cu(OAc) 2 would regenerate the CuOAc to resume the catalytic cycle [7d,8b,c] …”
Section: Resultsmentioning
confidence: 99%
“…In spite of 8‐aminoquinoline can stabilized high‐valent copper species, the Cu(III) intermediate C simultaneously undergoes reductive elimination to provide the sulfanylation product 3 a , together with the Cu(I) species. As the final step, oxidation of Cu(OAc) 2 would regenerate the CuOAc to resume the catalytic cycle [7d,8b,c] …”
Section: Resultsmentioning
confidence: 99%
“…Over the past two decades, the direct chalcogenation of C-H bonds has evolved as a straightforward, atom-and step-economical method for the preparation of chalcogenated compounds including organyl sulfides, selenides, sulfones, trifluoromethylthioethers, thiocyanates and selenocyanates. [57][58][59][60][61][62][63][64] A variety of transition-metal-catalyzed/mediated chelationassisted C-H chalcogenation, along with directing group-free C-H chalcogenation of electron-rich (hetero)arenes and deprotonative chalcogenation of electron-deficient (hetero)arenes 65 have been reported through transition-metal-catalyzed/ mediated, 58,59,[66][67][68][69] metal-free, 29,[70][71][72][73] photocatalytic or electrochemical 60,63 approaches. For instance, in 2017, Ackermann and coworkers disclosed a copper-catalyzed chelation-assisted C2-H chalcogenation (S, Se) of indoles and C7-H chalcogenation (S, Se) of indolines with diaryl dichalcogenides through an additive-free approach under aerobic reaction conditions.…”
Section: Introductionmentioning
confidence: 99%
“…Over the past decade, the transition-metal-catalyzed direct functionalization of C–H bonds has emerged as an attractive, atom and step-economic alternative for the development of C–S bonds. The pioneer work has been documented by Dong and co-workers using Pd-catalyzed pyridine-directed C­(sp 2 )–H sulfonylation of 2-arylpyridine with sulfonyl chloride . Later, the same has been elegantly explored using different transition metals such as Pd, Rh, Ru, , Cu, and Ni , in the presence of various sulfonylating agents like sulfonyl chlorides or metal sulfinate salts etc.…”
Section: Introductionmentioning
confidence: 99%