2525-40-8

Usage

InChI:InChI=1/C9H8O2S/c1-2-8-12(10,11)9-6-4-3-5-7-9/h1,3-7H,8H2

Upstream product

• 5651-88-7 phenyl propargyl sulfide 
• 106-96-7 propargyl bromide 
• 618-41-7 Benzenesulfinic acid 
• 98-09-9 benzenesulfonyl chloride 
• 873-55-2 sodium benzenesulfonate 
• 220961-10-4 ((2-bromo-2-propenyl)sulfonyl)benzene 
• 108-98-5 thiophenol 

Downstream Products

• 66394-55-6 4-(2-benzenesulfonyl-1-methyl-vinyl)-morpholine 
• 14376-89-7 [((E)-2-Benzenesulfonyl-1-methyl-vinyl)-methyl-amino]-acetic acid ethyl ester 
• 37747-08-3 1,6-Bis-(phenyl-sulfonyl)-hex-4-en-2-in 
• 36832-62-9 1,6-di(benzenesulfonyl)-2,4-hexadiyne 
• 140934-66-3 (3aR,7aS)-3-Benzenesulfonyl-2,6,7a-trimethyl-3a,7a-dihydro-furo[3,2-b]pyridine 
• 140934-67-4 (2aS,4aS,7aR)-7-Benzenesulfonyl-1-[1-benzenesulfonyl-meth-(E)-ylidene]-3,4a,6-trimethyl-2,2a,4a,7a-tetrahydro-1H-5-oxa-7b-aza-cyclobuta[e]indene 
• 109787-42-0 (E)-<<2-<<1-(1-methylethyl)-2-propenyl>oxy>-1-propenyl>sulfonyl>benzene 
• 109787-41-9 [2-(1-Isopropyl-allyloxy)-prop-2-ene-1-sulfonyl]-benzene 
• 109787-38-4 (E)-<<2-<(E)-(2-butenyloxy)>-1-propenyl>sulfonyl>benzene 
• 109787-39-5 [2-(1-Methyl-allyloxy)-prop-2-ene-1-sulfonyl]-benzene 
• 117037-41-9 (2-Methylsulfanyl-prop-2-ene-1-sulfonyl)-benzene 
• 109787-40-8 (E)-<<2-<(1-ethyl-2-propenyl)oxy>-1-propenyl>sulfonyl>benzene 
• 132330-40-6 C₁₅H₁₄O₂SSe 
• 109787-44-2 <<2-<(3-(trimethylsilyl)-2-propenyl)oxy>-2-propenyl>sulfonyl>benzene 

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.

Direct Decarboxylative Allylation and Arylation of Aliphatic Carboxylic Acids Using Flavin-Mediated Photoredox Catalysis

We describe herein a direct decarboxylative allylation of aliphatic carboxylic acids with allylsulfones using visible light and riboflavin tetraacetate (RFTA) as photocatalyst. The reaction proceeds at room temperature tolerating a wide range of functiona

Catalyst-Free Deaminative Functionalizations of Primary Amines by Photoinduced Single-Electron Transfer

The use of pyridinium-activated primary amines as photoactive functional groups for deaminative generation of alkyl radicals under catalyst-free conditions is described. By taking advantage of the visible light absorptivity of electron donor–acceptor complexes between Katritzky pyridinium salts and either Hantzsch ester or Et3N, photoinduced single-electron transfer could be initiated in the absence of a photocatalyst. This general reactivity platform has been applied to deaminative alkylation (Giese), allylation, vinylation, alkynylation, thioetherification, and hydrodeamination reactions. The mild conditions are amenable to a diverse range of primary and secondary alkyl pyridiniums and demonstrate broad functional group tolerance.

Sulfinate-Organocatalyzed (3+2) Annulation Reaction of Propargyl or Allenyl Sulfones with Activated Imines

An operationally simple methodology for the synthesis of 4-sulfonyl-3-pyrrolines is described using a propargylic sulfone and N-sulfonyl imines as substrates. This annulation process is initiated by an arenesulfinate organocatalyst, which allows a smooth isomerization of the alkynyl precursor into the corresponding allene, followed by the generation of a highly reactive allyl sulfone anion. An asymmetric version involving an unprecedented enantiopure sulfinate–ammonium cooperative ion pair (PhSO2– R4N+*) was investigated. A proof-of-concept, with enantiomeric excesses of up to 41 %, was obtained according to a preliminary screening of commercially available chiral phase-transfer catalysts.

Aryl Ketone Catalyzed Radical Allylation of C(sp3)-H Bonds under Photoirradiation

The catalytic introduction of an allyl group at nonacidic C(sp3)-H bonds was achieved under photoirradiation, in which 1,2-bis(phenylsulfonyl)-2-propene acts as an allyl source and 5,7,12,14-pentacenetetrone (PT) works as a C-H bond-cleaving catalyst. A variety of substances, including alkanes, carbamates, ethers, sulfides, and alcohols, were chemoselectively allylated in a single step under neutral conditions. The present transformation is catalyzed solely by an organic molecule, PT, and proceeds smoothly even under visible light irradiation (425 nm) in the case of alkanes as a starting substance.

Catalyst-controlled divergence in cycloisomerisation reactions of N-propargyl-N-vinyl sulfonamides: Gold-catalysed synthesis of 2-sulfonylmethyl pyrroles and dihydropyridines

Gold-catalysed, divergent synthesis of 2-sulfonylmethyl pyrroles and dihydropyridines from N-propargyl-N-vinyl sulfonamides has been achieved. Echavarren's gold(i) catalyst promoted the formation of pyrrole derivatives whereas the combination of PPh3AuCl and AgSbF6 afforded dihydropyridines. The aza-enyne precursors for the cycloisomerisation reaction were prepared by a base-mediated formal vinylic substitution reaction of 2-bromoallyl sulfones.

Base-Mediated Cyclocondensation of Salicylaldehydes and 2-Bromoallyl Sulfones for the Synthesis of 3-Sulfonylchromene Derivatives and Their Regioselective Friedel-Crafts Heteroarylation Reactions

Cesium carbonate-mediated reaction of 2-hydroxybenzaldehydes and 2-bromoallyl sulfones afforded 2H- and 4H-chromenol derivatives endowed with a 3-arylsulfonyl group. 2-Bromoallyl sulfones functioned as synthetic equivalents of allenyl sulfones under these conditions. The 2H- and 4H-chromenol derivatives underwent regioselective Friedel-Crafts reactions with heteroarenes in the presence of p-toluenesulfonic acid to afford 4-heteroaryl-4H-chromene derivatives in excellent yields.

A regio- and diastereoselective platinum-catalyzed tandem [2+1]/[3+2] cycloaddition sequence

Platinum complexes bearing phosphinous acids have efficiently promoted a tandem intermolecular sequence of [2+1]/[3+2] cycloaddition reactions. This process gave access to novel tricyclic systems and the cascade reactions were regio- and diastereoselective (see scheme; Cy=cyclohexyl). The [3+2] cycloaddition reaction was investigated further and two different alkyne partners were used. Copyright

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.