Solvent-free copper-catalyzed oxidative S-arylation of 1,2-diaryldisulfides with aryltrimethoxysilane

Luo, Pei-Song; Yu, Ming; Tang, Ri‐Yuan; Zhong, Ping; Li, Jin‐Heng

doi:10.1016/j.tetlet.2008.12.066

Cited by 51 publications

(22 citation statements)

References 52 publications

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“…The reaction is remarkably functional group tolerant, providing convenient access to a broad range of unsymmetrical diaryl-and arylalkylsulfides. Disulfides also can be coupled with arylsiloxane reagents under solvent free conditions [52]. …”

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confidence: 99%

Organometallic Approaches to Carbon–Sulfur Bond Formation

2010

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confidence: 99%

Organometallic Approaches to Carbon–Sulfur Bond Formation

2010

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“…[7] To date, it is still a challenge to develop an efficient and environmentally benign catalytic system for the synthesis of 2-(arylthio)anilines and 2-(aryloxy)anilines. [7] To date, it is still a challenge to develop an efficient and environmentally benign catalytic system for the synthesis of 2-(arylthio)anilines and 2-(aryloxy)anilines.…”

Section: Introductionmentioning

confidence: 99%

Copper Powder Catalyzed Direct Ring‐Opening Arylation of Benzazoles with Aryl Iodides in Polyethylene Glycol

et al. 2012

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The expedient and efficient copper powder catalyzed direct ring‐opening arylation of benzazoles with aryl iodides in polyethylene glycol that proceeds in the absence of an added ligand has been developed. The protocol provides facile access to 2‐(arylthio)anilines and 2‐phenoxyanilines in high yields with a wide tolerance of functional groups. Transmission electron microscopy confirmed that the active catalyst results from the in situ generation of copper nanoparticles under standard reaction conditions, which is an alternative avenue to develop a highly effective metallic copper catalyst. Moreover, the catalytic system can be recycled up to six times.

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“…48 Copper catalysts are the most common metal catalysts for the synthesis of compounds with C−S bonds. 49,50 In this respect, Gholinejad used copper(I) iodide to prepare symmetrical diaryl trithiocarbonates via onepot reactions of aryl halides, sodium sulfide, and carbon disulfide in dimethylformamide (Scheme 18). 51 An efficient synthesis of cyclic trithiocarbonates was also accomplished by the reaction of epoxides with carbon disulfide, using N-heterocyclic carbenes in the presence of potassium carbonate as effective catalyst in dimethyl sulfoxide at 80 • C (Scheme 19).…”

Section: The Synthesis Of Trithiocarbonatesmentioning

confidence: 99%