100693-33-2

Upstream product

• 75-77-4 chloro-trimethyl-silane 
• 79597-48-1 1-cyclohexenylmethyl phenyl sulfide 
• 101704-19-2 1-((phenylthio)methyl)cyclohexanol 
• 108-94-1 cyclohexanone 
• 56819-74-0 methyl phenyl sulfide α-carbanion 
• 100-68-5 methyl-phenyl-thioether 

Downstream Products

• 56379-68-1 S-phenyl thio-n-valerate 
• 106994-74-5 1-{2-[1-Phenylsulfanyl-meth-(E)-ylidene]-cyclohexyl}-pentan-1-one 
• 110362-98-6 Z-1-(2-phenylthiomethylenecyclohexyl)-1-pentanone 
• 110363-03-6 E-1-(2-phenylthiomethylenecyclohexyl)-1-pentanone 
• 110379-05-0 4,5,6,7-tetrahydro-3-butyl-1-phenylthioisobenzofurane 
• 106994-75-6 1-(2-phenylthiomethylenecyclohexyl)-1-heptanone 
• 61765-18-2 S-phenyl heptanethioate 
• 110363-30-9 4,5,6,7-tetrahydro-1-phenylthio-3-propylisobenzofurane 
• 110363-31-0 4,5,6,7-tetrahydro-3-hexyl-1-phenylthioisobenzofurane 
• 110363-32-1 4,5,6,7-tetrahydro-3-heptyl-1-phenylthioisobenzofurane 
• 18245-74-4 S-phenyl 2-phenylethanethioate 
• 110363-01-4 2-phenyl-1-(2-phenylthiomethylenecyclohexyl)-1-ethanone 
• 934-87-2 S-phenyl thioacetate 
• 106994-72-3 1-(2-phenylthiomethylenecyclohexyl)-1-ethanone 

Relevant academic research and scientific papers

Acid-Catalyzed Regioselective Acylation of α-Silylallylic Sulfides and Its Application to a Novel Cyclopentannelation and Furan Annelation

Introduction of a silyl group at the α-position of allylic sulfides, followed by the aluminum chloride-catalyzed reaction of the resulting α-silylallylic sulfides with acid chlorides resulted in regioselective acylation at the γ-position of the allylic system to give γ-acylated vinylic sulfides, chemically equivalent to 1,4-dicarbonyl compounds.Heating of the products in refluxing benzene with an equimolar amount of p-toluenesulfonic acid produced 2-cyclopentanone derivatives.Treatment of the acylated products with an equimolar amount of concentrated sulfuric acid gave α-phenylthiofuran derivatives.These procedures provide a novel method for cyclopentannelation and furan annelation.Keywords - α-silylallylic sulfide; acid chloride; aluminum chloride; acid-catalyzed acylation; vinylic sulfide; 2-cyclopentanone; α-phenylthiofuran; furan; cyclopentannelation; furan annelation

A Novel Method for Furan Annelation by the Regioselective Acylation of Allylic Sulfides via α-Silyl Intermediates

Aluminum chloride-catalyzed acylations of allylic phenyl sulfides 3 with acid chlorides 5 were carried out via α-silyl intermediates 4 to give γ-acylated vinylic sulfides 6 with complete regioselectivity.Treatment of the γ-acylated compounds with concentr

A NOVEL METHOD FOR CYCLOPENTANNELATION USING REGIOSELECTIVE ACYLATION OF ALLYLIC SULFIDES VIA α-SILYL INTERMEDIATES

An aluminum chloride-catalyzed reaction of 1-(phenylthiotrimethylsilylmethyl)cyclohexene, readily obtainable from cyclohexanone, with acid chlorides in dichloromethane underwent a regioselective acylation at the γ-position of the allylic system to give γ-acyl enol thioethers in good yields.Heating of these enol thioethers with an equimolar amount of p-toluenesulfonic acid produced 2-cyclopentenone derivatives.This novel method for cyclopentannelation provides a new entry to 2-cyclopentenone ring systems.