39248-96-9

Upstream product

• 696-63-9 4-Methoxybenzenethiol 
• 874-60-2 4-methyl-benzoyl chloride 
• 5335-87-5 4,4'-dimethoxyphenyl disulfide 
• 104-87-0 4-methyl-benzaldehyde 
• 201230-82-2 carbon monoxide 
• 624-31-7 4-tolyl iodide 
• 80472-59-9 S-(4-methoxyphenyl) (4-methylbenzene)thiosulfonate 

Downstream Products

• 140174-74-9 (4-Methoxy-benzenesulfonyl)-p-tolyl-methanone 
• 1173164-19-6 C₂₂H₂₆O₂S 
• 1173163-94-4 C₂₂H₂₆O₂S 
• 1173164-08-3 C₁₅H₂₂OS 
• 1173164-09-4 C₂₃H₂₈O₂S 
• 1173163-77-3 C₂₃H₂₈O₂S 
• 6013-47-4 4-methylphenyl 4-methoxyphenyl sulfide 
• 1173163-91-1 C₂₁H₂₁NO₂S 
• 1173164-16-3 C₂₁H₂₃ClO₂S 
• 1173163-89-7 C₂₁H₂₃ClO₂S 

Relevant academic research and scientific papers

Palladium-Catalyzed Carbonylative Synthesis of Aryl Selenoesters Using Formic Acid as an Ex Situ CO Source

A new catalytic protocol for the synthesis of selenoesters from aryl iodides and diaryl diselenides has been developed, where formic acid was employed as an efficient, low-cost, and safe substitute for toxic and gaseous CO. This protocol presents a high functional group tolerance, providing access to a large family of selenoesters in high yields (up to 97%) while operating under mild reaction conditions, and avoids the use of selenol which is difficult to manipulate, easily oxidizes, and has a bad odor. Additionally, this method can be efficiently extended to the synthesis of thioesters with moderate-to-excellent yields, by employing for the first time diorganyl disulfides as precursors.

Oxalic Acid Monothioester for Palladium-Catalyzed Decarboxylative Thiocarbonylation and Hydrothiocarbonylation

Oxalic acid monothioester (OAM), an easily accessible and storable reagent, was reported herein as a thioester synthetic equivalent for palladium-catalyzed decarboxylative thiocarbonylation of organohalides and hydrothiocarbonylation of unsaturated carbon-carbon bonds at room temperature with high chemo- and regioselectivity. The reaction is applicable to the synthesis of cysteine-derived thioesters, thus allowing chemical modification of cysteine-containing peptides. Decarboxylation of OAM proceeds through oxidative addition of Pd(0) to the acyl-S bond, which accounts for the very mild reaction conditions.

Organocatalytic Transformation of Aldehydes to Thioesters with Visible Light

A metal- and oxidant-free catalytic method for accessing structurally diverse thioesters from readily accessible, widespread aldehydes, is described. A strategy of a simple organic 9,10-phenanthrenequinone-promoted hydrogen atom transfer (HAT) with visible light was successfully implemented to selectively generate acyl radicals without inducing crossover reactivity of thioester products. The preparative power of the method was demonstrated by broad substrate scope and wide functional group tolerance, and enabled the late-stage modification of complex structures, which are difficult to achieve with the existing protocols.

Metal-free cross-coupling reaction of aldehydes with disulfides by using DTBP as an oxidant under solvent-free conditions

A DTBP-promoted C-H thiolation of aldehydes with disulfides under metal-free and solvent-free conditions is described. The system shows good functional group tolerance to afford thioesters in moderate to excellent yields. the Partner Organisations 2014.

Synthesis of thiol esters using nano CuO/Ionic liquid as an eco-friendly reductive system under microwave irradiation

We report an efficient, fast, and environmentally friendly method for the synthesis of a wide range of thiol esters using stable diorganoyl disulfides and acyl chlorides, using CuO nanoparticles and [pmim]Br as the reductive system. This method gave good to excellent isolated yields of the desired products after only three minutes of microwave irradiation. Furthermore, by using the same green approach, we were also able to synthesize thiocarbonates bearing interesting functionalities. We report an efficient, fast, and environmentally friendly method for the synthesis of thiol esters starting from diorganoyl disulfides and acyl chlorides, and using CuO nanoparticles and [pmim]Br as the reductive system. This approach gave good to excellent isolated yields of the desired products in only three minutes under microwave irradiation. Copyright

Transition-metal-catalyzed regioselective aroyl- and trifluoro- acetylthiolation of alkynes using thioesters

Intermolecular CO-retained carbothiolation of alkynes using thioesters took place to afford β-SR substituted enone derivatives; the choice of catalyst (Pd(dba)2-dppe) and the introduction of a CF3 group into the thioesters are the key to achieving the transformation. The Royal Society of Chemistry 2009.