27872-73-7

Upstream product

• 930-69-8 sodium thiophenolate 
• 609-15-4 ethyl 2-chloro-3-oxo-butyrate 
• 108-98-5 thiophenol 
• 1146-42-5 p-methoxyphenylsulfonothioic phenyl ester 
• 141-97-9 ethyl acetoacetate 
• 108362-28-3 4,4-diethoxy-3-phenylthiobut-3-en-2-one 
• 6667-19-2 benzenenesulfenyl dimethylamine 
• 16079-15-5 phenylsulfanylium 
• 258822-89-8 3-Phenylsulfenyl-2-(N-cyanoimino)thiazolidine 
• 882-33-7 diphenyldisulfane 
• 7605-25-6 ethyl phenylsulfenylacetate 
• 75-36-5 acetyl chloride 
• 36476-32-1 Ethyl-α,α'-bis(phenylthio)acetoacetat 
• 931-59-9 benzenesulfenyl chloride 

Downstream Products

• 882-33-7 diphenyldisulfane 
• 95112-79-1 (2R,3S)-3-Hydroxy-2-phenylsulfanyl-butyric acid ethyl ester 
• 95112-80-4 (2S,3S)-3-Hydroxy-2-phenylsulfanyl-butyric acid ethyl ester 
• 139101-25-0 Ethyl α-fluoro-α-(phenylthio)acetoacetate 
• 106372-59-2 ethyl 2-fluoro-2-(phenylsulfanyl)acetate 
• 947239-33-0 C₁₆H₂₃O₆PS 

Relevant academic research and scientific papers

Regioselective Mono- and Bis-Sulfenylation of Active Methylene Compounds

Selective mono- and bis-sulfenylation of active methylene groups with a variety of disulfides at an ambient temperature is reported. Sulfenylation is promoted by iodine as a catalyst and sulfenyl iodides as intermediates, under metal-free conditions. The

A novel route to 4-oxy/thio substituted-1H-pyrazol-5(4H)-ones via efficient cross-Claisen condensation

α-Oxy/thio substituted β-keto esters were synthesized through an efficient cross-Claisen condensation of oxy/thio substituted acetic acid ethyl esters with acid chlorides, which in turn converted in situ into 4-oxy/thio substituted-1H-pyrazol-5(4H)-ones by the addition of hydrazine and its derivatives. This method has been found to be extremely fast, general, and useful toward the synthesis of inaccessible pyrazolones and synthetically demanding 4-oxy/thio substituted pyrazolones.

Synthesis of some novel bioactive 4-oxy/thio substituted-1H-pyrazol-5(4H)-ones via efficient cross-Claisen condensation

α-Oxy/thio substituted-β-keto esters were synthesized through an efficient cross-Claisen condensation of aryl oxy/thio acetic acid ethyl esters with acid chlorides, then it is converted in situ into 4-oxy/thio substituted-1H-pyrazol-5(4H)-ones by the addition of hydrazine or hydrazine derivatives and screened for their antibacterial, antifungal activities.

A new sulfenylation reagent, 3-phenylsulfenyl-2-(N- cyanoimino)thiazolidine, and its optically active version

We have developed a new sulfenylation reagent, 3-phenylsulfenyl-2-(N- cyanoimino)thiazolidine 3, that is readily available and stable upon storage. Compound 3 easily reacts with amines or thiols to give the corresponding sulfenamides or asymmetrical disulfides in excellent yields. It was also found that the α-sulfenylation reaction of carbonyl compounds with 3 proceeds smoothly. Furthermore, optically active 4-diphenylmethyl derivative 4 was synthesized as an asymmetric sulfenylation reagent, which realized 96% e.e. upon α-sulfenylation of a cyclic β-keto ester.

Electrophilic substitutions with the electrogenerated sulfenium cation R1-S+

The sulfenium cation R1-S+ electrogenerated by oxidation of organic disulfides, reacts with phenols, aromatic ethers and ketones bearing an hydrogen atom in α position, to give alkyl (aryl) sulfanyl compounds.

Sodium Telluride-Mediated Sulfenylation of α-Halo Carbonyl Compounds with Diphenyl Disulfide

Under mild aprotic conditions α-halo carbonyl compounds react with diphenyl disulfide in the presence of sodium telluride to give the corresponding α-phenylthio derivatives in good to moderate yields.The reaction appears to proceed involving the sulfur-sulfur bond cleavage of diphenyl disulfide by sodium telluride.

Rearrangements of 2-Phenylthioethanols with Alkenyl, Alkynyl, Ester, and Other Functionalised Alkyl Substituents at the Migration Origin: Synthesis of γ-Phenylthiocrotonate Esters

The effects of functional groups near the migration origin in and PhS shifts are explored: an α-CO2R group prevents migration, α or β vinyl groups have only steric effects, alkynyl or CO2Et groups encourage rearrangement and provide routes to γ-phenylthio unsaturated esters and ketones.

INVESTIGATION OF THIOSULFONIC ACIDS. XXXIII. REACTION OF ARYL ESTERS OF THIOSULFONIC ACIDS WITH CARBANIONS

The reaction of the aryl esters of thiosulfonic acids with substances containing an active methylene group under conditions excluding the formation of arenesulfenic esters (in benzene solution in the presence of triethylamine) leads to the arylthio deriva

INVESTIGATION IN THE REGION OF THIOSULFONIC ACIDS. XXXII. REACTION OF ARYL ESTERS OF THIOSULFONIC ACIDS WITH SUBSTANCES CONTAINING AN ACTIVE METHYLENE GROUP

The reactions of the aryl esters of thisulfonic acids with diethyl malonate, ethyl acetoacetate, ethyl cyanoacetate, and acetylacetone in the presence of sodium alcoholates were investigated at various temperatures.Without heat the reaction takes place with the formation of sulfinates and arenesufenic esters, which form their thio derivatives when heated with substances containing an active methylene group in the presence of sodium alcoholates.It was thus demonstrated that under the investigated conditions thioarylating characteristics are exhibited not by the aryl esters of the thiosulfonic acids but by the esters of arenesufenic acids formed as the initial products of these reactions.