112261-09-3

Upstream product

• 110452-14-7 2-phenylthiocyclohexanone 
• 917-54-4 methyllithium 
• 822-87-7 2-Chlorocyclohexanone 
• 1713-33-3 1,2-epoxy-1-methylcyclohexane 
• 108-98-5 thiophenol 
• 930-69-8 sodium thiophenolate 
• 4551-15-9 phenylthiotrimethylsilane 
• 591-49-1 1-methylcyclohex-1-ene 
• 882-33-7 diphenyldisulfane 
• 1713-33-3 cis-1,2-epoxy-1-methylcyclohexane 

Downstream Products

• 91413-39-7 (1S,2S)-2-Benzenesulfinyl-1-methyl-cyclohexanol 
• 101704-44-3 1-methyl-6-phenylthiocyclohex-1-ene 

Relevant academic research and scientific papers

Borax-catalyzed thiolysis of 1,2-epoxides in aqueous medium

A convenient, economical, and practical protocol for borax-catalyzed thiolysis of 1,2-epoxides in aqueous medium has been developed, which has greatly expanded the utility scope of borax in organic synthesis.

ZnCl2 as an Efficient Catalyst in the Thiolysis of 1,2-Epoxides by Thiophenol in Aqueous Medium

ZnCl2 (5 mol%) is an efficient catalyst for the thiolysis of 1,2-epoxides by thiophenol in water at pH 4.0. A variety of β-hydroxy phenylsulfides were obtained in short reaction times and excellent yields. Starting from cyclohexene oxide (1), two one-pot multi-step procedures in sole water (thiolysis/oxidation with H2O2) have been realized, for the chemoselective synthesis of the corresponding β-hydroxysulfoxides 19 or for the related β-hydroxysulfone 20.

Zn(II)-catalyzed thiolysis of oxiranes in water under neutral conditions

Thiolysis of a variety of 1,2-epoxides in water at 30 °C and pH 7.0 is strongly accelerated by ZnCl2 (10 mol %) except when amino- and carboxythiophenol are used. The aqueous medium and the catalyst were recovered and reused in various runs wit

Thiolysis of 1,2-epoxides by thiophenol catalyzed under solvent-free conditions

Thiolysis of alkyl- and aryl-1,2-epoxides was investigated under solvent-free conditions in the presence of Lewis and Br?nsted acid and base catalysts (InCl3, p-TsOH, n-Bu3P, K2CO3). Five mol% of catalyst was su

Thiolysis of Alkyl- and Aryl-1,2-epoxides in Water Catalyzed by InCl3

The pH dependence of thiolysis of 1,2-epoxides with thiophenol in water and the influence of a Lewis acid catalyst is investigated. InCl3 showed a very high efficiency in catalyzing this process at pH 4.0. The regioselectivity of the nucleophilic attack is markedly influenced going from pH 9.0 to pH 4.0. A one-pot procedure running solely in water to prepare trans-2-(phenylsulphinyl)cyclohexan-1-ol is reported starting from epoxycyclohexane, via thiolysis reaction and oxidation with t-butyl hydroperoxide.

Tetrathiomolybdate assisted epoxide ring opening with masked thiolates and selenoates: Multistep reactions in one pot

Tetrathiomolybdate provides an easy access to β-hydroxy disulfides, β-hydroxy sulfides, and selenides from epoxides in a tandem, multistep process in one pot. This strategy has been utilized effectively in the construction of thiabicylo[3.2.2]nonane derivative 24.

The preparation of β-hydroxysulfoxides

Oxidation of β-hydroxy thioethers with MnO2-aqu.35%/HCl in methanol gives β-hydroxy sulfoxides in high yields.

Synthesis of Cyclic Allylic Sulphides (Ring Sizes 5-15) via Phenylthio Participation

Dehydration of β-phenylthio alcohols occurs with PhS participation unless stereochemistry prevents it.Without PhS participation, mixtures of allylic and vinylic sulphides are formed, but with PhS participation routes to three families of cyclic allylic su

DEHYDRATION OF ALCOHOLS WITH AN ADJACENT PHENYLTHIO (PhS) GROUP

Rings produce particular constraints not experienced by acyclic systems.We have investigated how the change in conformational and steric factors caused by varying the ring size affects a reaction within cyclic systems.