27798-81-8

Upstream product

• 32428-18-5 trans-2-trans-6-Diphenyltetrahydrothiapyran-4-ol-1,1-dioxid 
• 32510-65-9 cis-2-cis-6-Diphenyltetrahydrothiapyran-4-ol-1,1-dioxid 
• 74601-31-3 (2S,6R)-4-Hydroxy-1,1-dioxo-2,6-diphenyl-hexahydro-1λ⁶-thiopyran-4-carbonitrile 
• 18456-44-5 cis-2,6-Diphenyltetrahydrothiopyran-4-on 
• 37014-01-0 4-oxo-2,6-diphenyl-thiane 

Downstream Products

• 74601-31-3 (2S,6R)-4-Hydroxy-1,1-dioxo-2,6-diphenyl-hexahydro-1λ⁶-thiopyran-4-carbonitrile 
• 538-58-9 1,5-diphenyl-1,4-pentadiene-3-one 

Relevant academic research and scientific papers

Syntheses of 4H-thiopyran-4-one 1,1-dioxides as precursors to sulfone-containing analogues of tetracyanoquinodimethane

Synthetic routes to the unsubstituted 4H-thiopynan-4-one 1,1-dioxide (5a), 2,6-dialkyl-substituted, 2-aryl- or 2-heteroaryl-6-alkyl-substituted, 2,6-diaryl- or diheteroaryl-substituted, and 2-heteroaryl-6-aryl-substituted 4H-thiopyran-4-one 1,1-dioxides 5b-s are described. Sodium hydrosulfide hydrate in buffered aqueous alcohol can be used as a substitute for hydrogen sulfide gas for the introduction of sulfur to methyl acrylate, to 1,5-disubstituted-1,4-pentadien-3-ones 13, or to 1,5-disubstituted-1,4-pentadiyn-3-ones 17. The double dehydrogenation of 2,3,5,6-tetrahydrothiopyran-4-one 1,1-dioxides 13 with iodine-DMSO-sulfuric acid gives thiopyran-4-one 1,1-dioxides 5 in good yield and small amounts of 1,4-pentadien-3-ones 13. 2,3,5,6-Tetrahydrothiopyran-4-one 1,1-dioxide (9) and 5,6-dihydrothiopyran-4-one 1,1-dioxide (12), which lack aryl or heteroaryl substituents, give poor yields of 4H-thiopyran-4-one 1,1-dioxide (5a) with iodine-DMSO-sulfuric acid.

Oxygen-17 Nuclear Magnetic Resonance Spectroscopy of Organosulfur Compounds. 2. 17O NMR Lanthanide-Induced Shifts (LIS) of Diastereotopic Sulfonyl Oxygens in Substituted Six-Membered-Ring Sulfones

The 17O NMR shifts of diastereotopic sulfonyl oxygens within a series of conformationally homogeneous six-membered-ring organosulfur compounds have been determined.Their lanthanide-induced shifts (LIS), resulting from competitive complexation with the eur

Oxidation of Substituted 1-Hetera-4-cyclohexanols by N-Bromsuccinimide

The rates of NBS oxidation of some substituted 1-hetera-4-cyclohexanols have been measured at 50 deg in 80percent acetic acid-20percent water (v/v).The primary kinetic isotope effect is suggestive of the involvement of C-H or C-D bond of the hydroxy beari

Kinetics and Mechanism of the Oxidation of Some Heterocyclic Secondary Alcohols by N-Bromoacetamide in Acid Medium

The kinetics of oxidation of 12 epimeric pairs of 1-hetera-2,6-diphenylcyclohexan-4-ols by N-bromoacetamide in the presence of perchloric acid in aqueous acid have been investigated.The oxidation is first-order in both oxidant and substrate and of minus-one-order in acetamide (an intermediate in the reaction) at constant acid concentration.The order with respect to H3O+ is observed to be unity at constant ionic strength in perchloric acid.Based on the observed deuterium kinetic isotope effect in the case of the epimeric pairs, 2,6-diphenyl-3,N-dimethylpiperidin-4-ols and 2,6-diphenyl-3-ethyl-N-methylpiperidin-4-ols, a mechanism involving the participation of an O-H bond in the rate-limiting step is proposed.The reactivities of various 1-heteracyclohexan-4-ols towards oxidation have been rationalised on the basis of conformational differences.The effect of solvent polarity on the rate has been studied.Activation parameters have also been evaluated.

Stereochemical Effects in Oxidation of Some Substituted 1-Hetera-4-cyclohexanols by Bromine

The rates of bromine oxidation of a number of substituted 1-hetera-4-cyclohexanols in acetic acid-water (80:20, percentv/v) have been measured at 50 deg C and the differences in reaction rates are rationalised based on the substituent and conformational e

Dissociation Constants of the Cyanohydrins of Some Substituted Thian-4-ones

The dissociation constants of cyanohydrins of some substituted thian-4-ones and thian-4-one 1,1-dioxides have been determined at 25 deg C in 80percent dioxan.The polymethyl thian-4-one cyanohydrins and r-2,t-6-diiphenyl-c-3-alkylthian-4-ones show increasing instability owing to the effect of axial crowding.