Site-selective and versatile aromatic C−H functionalization by thianthrenation

Berger, Florian; Plutschack, Matthew B.; Riegger, Julian; Yu, Wei; Speicher, Samira; Ho, Matthew; Frank, Nils; Ritter, Tobias

doi:10.1038/s41586-019-0982-0

Cited by 517 publications

(375 citation statements)

References 32 publications

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“…Another carbonylation of arylsulfonium salt was reported by Ritter . He developed site‐selective aromatic C−H functionalization based on thianthrenation.…”

Section: Carbonylative Transformations Of C−s Bonds With Co or Its Eqmentioning

confidence: 99%

“…Another carbonylation of arylsulfonium salt was reported by Ritter. [19] He developed site-selective aromatic CÀHf unctionalization [20] based on thianthrenation. By meanso facatalytic amount of thianthrenea nd the corresponding sulfoxide 25, Pyriproxyphen (26)…”

Section: Carbonylation Of Càsbondswith Co and External Nucleophilementioning

confidence: 99%

“…This Minireview has discussed catalytic carbonylation and carboxylation of the CÀSb onds of organosulfur compounds with CO (or its equivalents) and CO 2 .B ecause of the inertness and catalyst-poisonous charactero fC ÀSb onds, such carbonylative transformations require harsh reaction conditions and/orf airly reactives ubstrates. Recently,s ulfonium salts are emerginga s satisfyingly general, sufficiently reactive,a nd readily accessible electrophilic coupling partnersm ainly by the contributions of Ritter, [19,24] Procter, [20a,d, 25] Zhang [26] and us. [18, 20c, 23, 27] As shown in Schemes 17-22, several carbonylative transformationso fh igh versatility have been also developed.…”

Section: Summary and Perspectivementioning

confidence: 99%

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Catalytic Carbonylation and Carboxylation of Organosulfur Compounds via C−S Cleavage

Nogi

Yorimitsu

2020

Chemistry An Asian Journal

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Transition‐metal‐catalyzed carbonylation with CO gas occupies a privileged position in organic synthesis for the synthesis of carbonyl compounds. Although this attractive and useful chemistry has led many researchers to investigate carbonylative transformations of various organic (pseudo)halides, C−S‐cleaving carbonylation of organosulfur compounds has been fairly limited. Recently, a broad spectrum of C−S‐cleaving transformations has been emerging in the field of cross‐coupling. In light of the importance of carbonyl compounds as well as considerable advancement for employing organosulfur compounds as competent surrogates of (pseudo)halides, carbonylative transformations of C−S bonds should be of high value. This Minireview focuses on catalytic C−S carbonylation of organosulfur compounds with CO or its equivalents. In addition, reductive carboxylation of C−S bonds with CO2 is described.

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“…Another carbonylation of arylsulfonium salt was reported by Ritter . He developed site‐selective aromatic C−H functionalization based on thianthrenation.…”

Section: Carbonylative Transformations Of C−s Bonds With Co or Its Eqmentioning

confidence: 99%

Section: Carbonylation Of Càsbondswith Co and External Nucleophilementioning

confidence: 99%

Section: Summary and Perspectivementioning

confidence: 99%

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Catalytic Carbonylation and Carboxylation of Organosulfur Compounds via C−S Cleavage

Nogi

Yorimitsu

2020

Chemistry An Asian Journal

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“…Am Mittwochmorgen gab Tobias Ritter (MPI, Mülheim) einen Überblick über seine neuesten Ergebnisse zur späten Funktionalisierung. In seinem Vortrag beschrieb er eine späte Arenhydroxylierung, eine spezifische Desoxyfluorierung von kleinen Peptiden, eine direkte Amination von Arenen und eine selektive aromatische C‐H‐Funktionalisierung durch Thianthrenierung, und er gab eine Zusammenfassung über den Einsatz von PhenoFluor ® (Abbildung ) als praktisches Fluorierungsreagenz . In seinem Ansatz zur konzertierten nucleophilen aromatischen Substitution mit 19 F und 18 F wurde festgestellt, dass das Substratspektrum nicht auf elektronenarme Arene beschränkt ist, da bei der konzertierten nucleophilen aromatischen Substitutionsreaktion (CS N Ar) kein Meisenheimer‐Zwischenprodukt gebildet wird.…”

Section: Sonntag 5 Maiunclassified

Ein Fest der Wissenschaft inmitten der Natur: Die 54. Bürgenstock‐Konferenz

Baráth

Mejía

2019

Angewandte Chemie

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“…On Wednesday morning Tobias Ritter (MPI, Mülheim) gave an overview about his latest results on late‐stage functionalization. Elements of his lecture were the description of late‐stage arene hydroxylation, site‐specific deoxyfluorination of small peptides, the direct amination of arenes and the site‐selective aromatic C−H functionalization by thianthrenation . He also gave a summary towards the usage of PhenoFluor ® (Figure ) as practical fluorination reagent .…”

Section: Sunday 5 Th Of Maymentioning

confidence: 99%