13865-11-7

Upstream product

• 5651-88-7 phenyl propargyl sulfide 
• 33597-89-6 4-methylphenyl prop-2'-ynyl sulfide 
• 108-98-5 thiophenol 
• 106-96-7 propargyl bromide 

Downstream Products

• 113107-70-3 1-tert-butyldimethylsiloxy-2-propynyl phenyl sulfide 
• 113107-71-4 methyl 3-(phenylthio)-4-pentynoate 
• 5296-64-0 allyl phenyl thioether 
• 19093-37-9 allyl phenyl sulfoxide 
• 69519-69-3 2-(phenylthio)-prop-2-en-1-al 
• 5651-88-7 phenyl propargyl sulfide 
• 64732-25-8 Acetic acid 1-phenylsulfanyl-prop-2-ynyl ester 

Relevant academic research and scientific papers

COMPOSITES, METHODS AND USES THEREOF

The present invention relates, in general terms, to methods of catalysing a reaction, including the steps of contacting a chemical entity comprising a sulphide moiety with a composite and an oxidant. The composite acts as a heterogeneous catalyst to oxidise the sulphide moiety. The present invention also relates to composites, methods of synthesising the composites and its use as a catalyst thereof.

Cobalt Single-Atom-Intercalated Molybdenum Disulfide for Sulfide Oxidation with Exceptional Chemoselectivity

The identification of chemoselective oxidation process en route to fine chemicals and specialty chemicals is a long-standing pursuit in chemical synthesis. A vertically structured, cobalt single atom-intercalated molybdenum disulfide catalyst (Co1-in-MoS2) is developed for the chemoselective transformation of sulfides to sulfone derivatives. The single-atom encapsulation alters the electron structure of catalyst owing to confinement effect and strong metal–substrate interaction, thus enhancing adsorption of sulfides and chemoselective oxidation at the edge sites of MoS2 to achieve excellent yields of up to 99% for 34 examples. The synthetic scopes can be extended to sulfide-bearing alkenes, alkynes, aldehydes, ketones, boronic esters, and amines derivatives as a toolbox for the synthesis of high-value, multifunctional sulfones and late-stage functionalization of pharmaceuticals, e.g., Tamiflu. The synthetic utility of cobalt single atom-intercalated MoS2, together with its reusability, scalability, and simplified purification process, renders it promising for industrial productions.

Flavinium and Alkali-Metal Assembly on Sulfated Chitin: A Heterogeneous Supramolecular Catalyst for H2O2-Mediated Oxidation

Heterogeneous multiple-catalyst assemblies were developed in which the flavinium cation and Na or Li cations were easily immobilized on a chitin-derived anionic polymeric scaffold through noncovalent ionic interactions. The supramolecular flavinium catalysts were successfully employed in the environmentally friendly heterogeneous Baeyer–Villiger oxidation and sulfoxidation by H2O2. Owing to the cooperative catalytic effect of flavinium, alkali metal, and sulfated chitin, the supramolecular flavinium assembly showed higher catalytic activity for the Baeyer–Villiger oxidation of cyclic ketones than the corresponding homogeneous flavinium catalyst. Because the ionic assembly was stable under the reaction conditions, the catalyst could be readily recovered by simple filtration and reused.

Metal- and additive-free oxygen-atom transfer reaction: an efficient and chemoselective oxidation of sulfides to sulfoxides with cyclic diacyl peroxides

Metal- and additive-free oxidation of a series of sulfides/thioketones has been achieved using cyclic diacyl peroxides as mild oxygen sources. This protocol features simple manipulation, high chemo- and diastereoselectivity, and a broad substrate scope (up to 42 examples), tolerates many common functional groups, and is scalable and applicable to the late-stage sulfoxidation strategy. A preliminary mechanistic study by quantum mechanical calculations suggests that a single two-electron transfer process is energetically more favorable, and indicates the reactivity of cyclic diacyl peroxides distinct from conventional acyclic acyl peroxides.

Anion effect of 5-ethylisoalloxazinium salts on flavin-catalyzed oxidations with H2O2

The anion effect of the 5-ethylisoalloxazinium salts on their catalytic activity was investigated for the oxidation of sulfide with aq H2O2in order to design more practical and safer flavinium salt catalysts that can replace the conventional perchlorate salt. The anions forming stronger conjugated acids were found to accelerate the catalytic sulfoxidation. The riboflavin-derived isoalloxazinium triflate salt was chosen as a readily accessible flavin with an efficient catalytic activity. In fact, the isoalloxazinium triflate 1b is an excellent organocatalyst for the chemoselective oxidations of a sulfide to a sulfoxide, Bayer–Villiger reaction of a cyclobutanone to a γ-butyrolactone, Dakin reaction of an arylaldehyde to a phenol, and oxidation of an aldehyde to a carboxylic acid using aq H2O2as a terminal oxidant under mild conditions.

Silver nitrate catalyzed oxidation of sulfides

A variety of sulfides were converted into the corresponding sulfoxide derivatives with 70% tert-butyl hydroperoxide in water as the oxidant in the presence of catalytic quantity of silver nitrate. The method described has a wide range of application, does not involve cumbersome workup, exhibits chemoselectivity, and proceeds under mild reaction conditions, and the resulting products are obtained in good yields within a reasonable time. Georg Thieme Verlag Stuttgart New York.

Thiourea dioxide (TUD): A robust organocatalyst for oxidation of sulfides to sulfoxides with TBHP under mild reaction conditions

Thiourea dioxide (TUD) has been reported for the first time as a highly efficient and selective organocatalyst for the oxidation of sulfides to sulfoxides in high to excellent yields by using tert-butylhydroperoxide as oxidant under mild reaction conditio

Cu(II)-catalyzed oxidation of sulfides

A variety of sulfides and disulfides were converted into the corresponding sulfoxide derivatives with 70% t-BuOOH (water) as the oxidant in the presence of catalytic quantity of CuBr2. The method described does not involve cumbersome work-up, has wide range of applicabilities, exhibits chemoselectivity, and proceeds under mild reaction conditions, and the resulting products are obtained in good yields within reasonable time.

Diketopiperazine-derived hydroperoxide for chemoselective oxidations of sulfides and enantioselective Weitz-Scheffer epoxidations

l-Proline-derived hydroperoxide (-)-2, which was obtained from the corresponding diketopiperazine by irradiation under oxygen atmosphere, was applied to the oxidation of a variety of sulfides and asymmetric Weitz-Scheffer epoxidations of cyclic and acycli

Reduction of propargylic sulfones to (Z)-allylic sulfones using zinc and ammonium chloride

Propargylic sulfones can be cis-hydrogenated using commercial zinc powder and ammonium chloride in THF-water at room temperature, the major products being the corresponding (Z)-allylic sulfones. Other reducible groups (alkene, benzyloxy) are not affected. Allenylsulfones are implicated in one of the possible reaction pathways.