204642-36-4

Upstream product

• 24796-87-0 2-bromo-cyclohexanol 
• 106-45-6 para-thiocresol 
• 286-20-4 cyclohexane-1,2-epoxide 

Downstream Products

• 104792-01-0 2-(Toluene-4-sulfinyl)-cyclohexanol 

Relevant academic research and scientific papers

Amberlyst-15: An efficient heterogeneous reusable catalyst for selective anti-Markovnikov addition of thiols to alkenes/alkynes and for thiolysis of epoxides

The anti-Markovnikov addition of thiols to alkenes/alkynes and thiolysis of epoxides is described using Amberlyst-15 as a selective, commercially available, inexpensive and reusable catalyst. The products like diorganyl sulphides, β-hydroxy sulphides and phenyl(styryl)sulfanes were obtained in good to excellent yields in short reaction time and with high regio-selectivity. The catalyst was reused up to five consecutive recycles without any loss in its catalytic activity. The developed methodology is a metal free protocol for C-S bond formation reaction with high atom economy.

JandaJel as a polymeric support to improve the catalytic efficiency of immobilized-1,5,7-triazabicyclo[4.4.0]dec-5-ene (TBD) under solvent-free conditions

JandaJel, with its greater spacing between the linear polymeric chains compared to that of polystyrene matrices, is a very efficient support for improving the catalytic efficiency of TBD under SolFC. The Royal Society of Chemistry.

Polyolefin-supported recoverable/reusable Cr(III)-salen catalysts

The design of functional soluble polyolefins for use as supports for salen ligands and metal complexes is described. Examples and applications that use both polyisobutylene (PIB)-and polyethylene (PEOlig)-bound recoverable/recyclable salen ligands/metal complexes are detailed. In the case of using PIB as a support, the polymer-bound complexes can be recovered through the use of latent biphasic or a thermomorphic mixed solvent systems. In the case of PEOlig-supported complexes, the thermomorphic PE Olig-bound salen species can be dissolved in "hot" solvents and quantitatively recovered as solids upon cooling to room temperature. Both the PIB-and PEOlig-bound salen catalysts were shown to catalyze the ring-opening of epoxides with various nucleophiles. Both sorts of polyolefin-bound catalysts can be recycled and reused with no observed loss in activity. However, limitations of catalyst concentration make chiral versions of these complexes uncompetitive in comparison to conventional chiral salen catalysts that can be used in neat substrate at higher concentration to produce high enantioselectivity in the ring-opening products. The preparation of a PIB-bound "half-salen" catalyst was also briefly examined.

Erbium(III) triflate is a highly efficient catalyst for the synthesis of β-alkoxy alcohols, 1,2-diols and β-hydroxy sulfides by ring opening of epoxides

Chemo- and stereoselectivity in the ring-opening reaction of epoxides with erbium(III) triflate are described. Epoxides can be cleaved under neutral conditions with alcohols and thiols in the presence of catalytic amounts of Lewis acid, affording the corresponding β-alkoxy alcohols and β-hydroxy sulfides in high yields. In water, epoxide ring opening occurs to produce the corresponding diols in good yields.

Regioselective ring-opening reactions of 1,2-epoxides with thiols and arylselenols directly promoted by [Bmim]BF4

Regioselective ring-opening reactions of 1,2-epoxides with ArSH and ArSeH promoted by ionic liquid [Bmim]BF4 were investigated. A variety of β-hydroxy selenides and β-hydroxy sulfides were obtained in excellent yields (81-99%) with good regiose

A general and efficient method for the selective synthesis of β-hydroxy sulfides and β-hydroxy sulfoxides catalyzed by gallium(III) triflate

(Chemical Equation Presented) Gallium(III) triflate-catalyzed ring opening of epoxides affords β-hydroxy sulfides with high regioselectivity and chemoselectivity in high yields (84-97%) under solvent-free conditions. Additionally, a simple, efficient, and environmentally benign one-pot procedure for the synthesis of β-hydroxy sulfoxides in sole water has been developed for the first time. The process, promoted by a H2O 2-Ga(OTf)3 system, affords β-hydroxy sulfoxides in high yields (81-94%) and high chemoselectivity without any detectable overoxidation to β-hydroxy sulfones. The catalyst could be recovered easily after the reactions and reused without evident loss of activity.

The quasi-homo-anomeric interaction in substituted tetrahydropyranyl radicals: Structure and kinetics of formation

The EPR spectra of 3-acyloxytetrahydropyran-2-yl radicals (8 and 9) indicate that these species preferentially adopt conformations in which the orientation of the ester group allows maximum overlap between the SOMO, the lone pair on the ring oxygen, and the σ* orbital of C-O bond. These observations support earlier proposals that the same type of stabilising interaction affects the conformations of more complex glycosyl radicals. The rates of formation of 7 and 8 from the corresponding aryl sulfides are affected by this 'quasi-homo-anomeric' interaction.