108643-99-8

Upstream product

• 7205-91-6 phenylthiomethyl chloride 
• 14091-67-9 1-(trimethylsilyl)-2-butanone 
• 51849-21-9 β-(phenylthio)propionyl chloride 
• 925-90-6 ethylmagnesium bromide 
• 1629-58-9 4-penten-3-one 
• 108-98-5 thiophenol 
• 5219-65-8 acide phenylthio-3 propanoique 
• 1443045-55-3 4,4,5,5-tetramethyl-2-(phenylthio)-1,3,2-dioxaborolane 
• 22198-59-0 methyl 3-phenylthiopropanoate 
• 100-68-5 methyl-phenyl-thioether 
• 69567-06-2 (N-methylanilino)prop-2-enenitrile 
• 75-03-6 ethyl iodide 

Downstream Products

• 1629-58-9 4-penten-3-one 
• 187671-41-6 (R)-1-(phenylthio)-3-pentanol 
• 129840-89-7 2-(3-Benzenesulfinyl-1-ethyl-1-hydroxy-propyl)-bicyclo[2.2.1]hept-5-ene-2-carboxylic acid ethyl ester 
• 129840-93-3 C₁₉H₂₂O₃S 
• 120454-06-0 (E)-1-(phenylthio)pent-1-en-3-one 
• 120454-06-0 (Z)-1-(phenylthio)pent-1-en-3-one 
• 148153-94-0 (R)-1-(phenylsulfonyl)-3-pentanol 
• 108662-10-8 (E)-1-(phenylsulfonyl)pent-1-en-3-one 
• 108644-06-0 (Z)-1-Benzenesulfonyl-pent-1-en-3-one 

Relevant academic research and scientific papers

Photo-Biocatalytic Cascades for the Synthesis of Volatile Sulfur Compounds and Chemical Building Blocks

Biocatalysis is a branch of catalysis that exploits enzymes to perform highly stereoselective chemical transformations under mild and sustainable conditions. This Synpact highlights how biocatalysis can be used in the synthesis of chiral 1,3-mercaptoalkan

Photo-biocatalytic One-Pot Cascades for the Enantioselective Synthesis of 1,3-Mercaptoalkanol Volatile Sulfur Compounds

The synthesis of enantiomerically pure 1,3-mercaptoalkanol volatile sulfur compounds through a one-pot photo-biocatalytic cascade reaction is described. Two new KRED biocatalysts with opposite enantioselectivity were discovered and proved to be efficient

SmI2-mediated reductive cyclization of β-arylthio ketones: A facile and diastereoselective synthesis of thiochroman derivatives

SmI2-mediated reductive cyclization of β-arylthio ketones to generate thiochroman derivatives is not a generally observed process and the reported examples are limited to geminal disubstitution in the substrates. The results of the current stud

Thioboration of α,β-unsaturated ketones and aldehydes toward the synthesis of β-sulfido carbonyl compounds

Herein a direct β-sulfido carbonyl compound synthesis by the easy activation of RS-Bpin reagents with α,β-unsaturated ketones and aldehydes is reported. This convenient methodology can be performed at room temperature with no other additives. The key poin

Potassium phosphate or silica sulfuric acid catalyzed conjugate addition of thiols to α,β-unsaturated ketones at room temperature under solvent-free conditions

Potassium phosphate and silica sulfuric acid have been found to be useful and highly efficient catalysts for conjugate addition of thiols to α,β-unsaturated ketones under solvent-free conditions, at room temperature. Silica sulfuric acid (SSA) was found t

New Insight into the Mechanism of the Conjugate Addition of Benzenethiol to Cyclic and Acyclic Enones and of the Corresponding Uranyl-Salphen-Catalysed Version

A thorough kinetic investigation of the triethylamine-catalysed addition of benzenethiol to 2-cyclopenten-1-one in chloroform shows that the highest energy transition state is a complex of thiol, enone, and base in a 1:1:1 ratio, but whether formation or

The Preparation of Some β-Sulfonylacrylate Thioesters and β-Sulfonylvinyl Ketones

β-Sulfonylacrylate phenyl and t-butyl thioesters, and β-sulfonylvinyl ketones have been prepared by oxidation of the corresponding β-aryl- and β-alkyl-thio compounds.In one case the β-sulfonylvinyl ketone was obtained from an epoxy sulfone.The β-aryl- and β-alkyl-thio compounds were obtained by chlorination-dehydrochlorination of saturated precursors.The reactions of 3-(phenylthio)propionyl chloride with organocadmium and Grignard reagents were used to prepare some of the saturated precursors of the β-sulfonylvinyl ketones.

The Addition of 1-Lithio-1-(phenylthio)alkanes to 2-(N-Methylanilino)acrylonitrile: An Easy Access to 3-(Phenylthio)ketones and 2-Enones

A simple and versatile strategy for the synthesis of the title compounds is described.The key-step consists in the addition of 1-lithio-1-(phenylthio)alkanes to 2-(N-methylanilino)acrylonitrile, the nucleophilic phenylthioalkylation of an enol-cation equivalent.Alkylation of the adducts and hydrolysis give 3-(phenylthio)ketones, which can be isolated, or without further purification can be transformed into 2-enones via the well known oxidation-elimination procedure.These reactions are possible with allylic derivatives too, therefore the homologous vinylic compoundscan be prepared by the same way.Pyrolysis of the 1-lithioaminonitriles formed within the first step gives aminonitriles of cyclopropanones via cyclization.

Preparation of Hydrindenones from 2-Methylcyclopent-2-enone and the Carbanion of (E)-But-2-enyldiphenylphosphine Oxide: Efficient Enolate Trapping with β-Sulphonylvinyl Ketones

The β-sulphonylvinyl ketones (5), (7), (9), and (10), easily prepared from β-(phenylthio)propionyl chloride or from methyl vinyl ketone, react efficiently with the enolate produced by the conjugate addition of the carbanion of (E)-but-2-enyldiphenylphosph

REGIODEFINED SYNTHESIS OF α-BROMO, α-PHENYLTHIO, AND α-PHENYLSELENO KETONES BY MEANS OF SPECIFIC SUBSTITUTION OF THE TRIMETHYLSILYL GROUP IN α-TRIMETHYLSILYL KETONES

Regiodefined α-monobromo ketones are readily obtained by the interaction of bromine with an equivalent of α-trimethylsilyl ketones, in an excellent yield.Analogoes selective substitution of the trimethylsilyl group on phenylthio and phenylseleno groups can be attained by the reaction of phenylsulfenyl chloride or phenylselenenyl bromide with α-trimethylsilyl ketones in the presence of zinc bromide in dichloromethane.