67210-34-8

Upstream product

• 96-09-3 styrene oxide 
• 4551-15-9 phenylthiotrimethylsilane 
• 108-98-5 thiophenol 
• 882-33-7 diphenyldisulfane 
• 592-41-6 1-hexene 
• 49639-26-1 erythro-2-(phenylsulfinyl)-1-phenyl-1-ethanol 
• 7205-91-6 phenylthiomethyl chloride 
• 100-52-7 benzaldehyde 
• 2973-86-6 lithium thiophenoxide 
• 100-42-5 styrene 
• 62813-20-1 trimethyl(phenylsulfanyltrimethylstannanylmethyl)silane 
• 79409-19-1 (phenylthio)(tri-n-butylstannyl)(trimethylsilyl)methane 
• 103-19-5 di(p-tolyl) disulfide 
• 106-45-6 para-thiocresol 

Downstream Products

• 54681-09-3 1-bromo-1-phenyl-2-phenylthioethane 
• 100-52-7 benzaldehyde 
• 49639-26-1 erythro-2-(phenylsulfinyl)-1-phenyl-1-ethanol 
• 84599-50-8 2-Deuterio-1-phenylethanol 
• 5355-61-3 1,3-diphenyl-1,3-propanediol 
• 1575-47-9 4-phenyl-5H-furan-2-one 
• 78428-97-4 3-phenyl-4-phenylthio-4-butenolide 
• 78428-91-8 3-phenyl-4-(phenylthio)butyric acid 
• 78429-05-7 3-phenyl4-phenylsulfinylbutanoic acid 
• 78429-12-6 5-Benzenesulfinyl-4-phenyl-dihydro-furan-2-one 
• 78428-85-0 2-(1-Phenyl-2-phenylsulfanyl-ethyl)-malonic acid diethyl ester 
• 16162-51-9 (S)-(-)-(2-hydroxy-2-phenyl-1-ethyl)-phenyl thioether 
• 51755-92-1 β-phenyl-β-hydroxyethyl phenyl sulfone 
• 1445-91-6 (S)-1-phenylethanol 

Relevant academic research and scientific papers

Solvent-mediated switching between oxidative addition and addition-oxidation: Access to β-hydroxysulfides and β-arylsulfones by the addition of thiols to olefins in the presence of Oxone

The reaction between aryl olefins and thiols in the presence of Oxone in toluene-water (9:1, v/v) affords β-hydroxy-2-arylethyl aryl sulfides smoothly by the interception of intermediary thiyl radicals with aryl olefins; the former are generated by the ox

Synthesis and application of Cu(II) immobilized MCM-41 based solid Lewis acid catalyst for aminolysis reaction under solvent-free condition

In this paper, a Cu(II) immobilized periodic mesoporous organosilica (PMOs) was synthesized and used as a reusable solid Lewis acid catalyst for the aminolysis of epoxides under solvent-free conditions. An amide-based ligand, L-propylsilyl (1) having a specific binding pocket was prepared and fabricated on mesoporous MCM-41 to produce mesoporous organosilica L-propylsilyl@MCM-41 (2). Further, it has been utilized for anchoring Cu(II) ions under controlled reaction conditions to yield solid Lewis acid catalyst Cu(II)-L-propylsilyl@MCM-41 (3). The synthesized catalyst 3 exhibits significantly higher catalytic activity for aminolysis compared to hitherto known solid Lewis acid catalysts. An extensive range of β-amino alcohols with high regio and stereoselectivity were prepared by using catalyst 3. The catalyst was recovered easily and reused eight times without any loss in its catalytic activity. Furthermore, the synthesis of clinically significant propranolol (β-blocker) from α- naphthyl glycidyl ether was attained successfully using catalyst 3 in a very decent yield.

Competition Between Cα-S and Cα-Cβ Bond Cleavage in β-Hydroxysulfoxides Cation Radicals Generated by Photoinduced Electron Transfer?

A kinetic and product study of the 3-cyano-N-methyl-quinolinium photoinduced monoelectronic oxidation of a series of β-hydroxysulfoxides has been carried out to investigate the competition between Cα-S and Cα-Cβ bond cleavage within the corresponding cation radicals. Laser flash photolysis experiments unequivocally established the formation of sulfoxide cation radicals showing their absorption band (λmax ≈ 520?nm) and that of 3-CN-NMQ? (λmax ≈ 390?nm). Steady-state photolysis experiments suggest that, in contrast to what previously observed for alkyl phenyl sulfoxide cation radicals that exclusively undergo Cα-S bond cleavage, the presence of a β-hydroxy group makes, in some cases, the Cα-Cβ scission competitive. The factors governing this competition seem to depend on the relative stability of the fragments formed from the two bond scissions. Substitution of the β-OH group with -OMe did not dramatically change the reactivity pattern of the cation radicals thus suggesting that the observed favorable effect of the hydroxy group on the Cα-Cβ bond cleavage mainly resides on its capability to stabilize the carbocation formed upon this scission.

PhB(OH)2-Promoted Electrochemical Sulfuration-Formyloxylation of Styrenes and Selectfluor-Mediated Oxidation-Olefination

We report a PhB(OH)2-promoted electrochemical sulfuration-formyloxylation reaction of styrenes employing commercially available thiophenols/thiols as thiolating agents. Specifically, metal catalysts and external chemical oxidants are not needed in the reaction for the formation of β-formyloxy sulfides, and these sulfides can be further converted to (E)-vinyl sulfones via the Selectfluor-mediated oxidation-olefination. Notably, on the basis of this electrochemical oxidation strategy, β-hydroxy sulfide, β-formyloxy sulfoxide, β-formyloxy sulfone, and (E)-vinyl sulfoxide can also be easily prepared.

Air-Induced Disulfenylation of Alkenes: Facile Synthesis of Vicinal Dithioethers

A novel disulfenylation of alkenes with thiophenols and their corresponding disulfides by using air as the oxidant has been achieved. This transformation provides a facile and practical protocol for the synthesis of vicinal dithioethers under mild conditions.

Gem-Heterosubstituted (stannyl)methylsilanes as synthetic equivalents of functionalized α-stannyl(methyl) anions

α-Heterosubstituted silyl derivatives, such as phenylthio-, phenylseleno- and benzotriazolyl-stannyl silanes, react with aldehydes under tetra-n-butylammonium fluoride (TBAF) catalysis, leading to α-substituted-βhydroxy stannanes, able to behave as precursors of Z- and E-olefins, generated by deoxystannylation. This reactivity shows the capability of such heterosubstituted silanes to act as masked carbanions through a mild functionalization of the carbon-silicon bond.

Aerial dioxygen activation: Vs. thiol-ene click reaction within a system

Markovnikov or anti-Markovnikov selective thiol-ene click (TEC) reactions and the synthesis of β-hydroxysulfides via aerial dioxygen activation are prevalent C-S bond forming reactions of styrenes and thiophenols. Herein, by choosing appropriate environme

Enantioselective, Lewis Base-Catalyzed Carbosulfenylation of Alkenylboronates by 1,2-Boronate Migration

A catalytic, enantioselective method for the preparation of chiral, non-racemic, alkylboronic esters bearing two vicinal stereogenic centers is described. The reaction proceeds via a 1,2-migration of a zwitterionic thiiranium-boronate complex to give excl

Iodine-catalysed regioselective synthesis of β-hydroxysulfides

A metal-free, and environment benign iodine-catalysed protocol has been developed for the regioselective synthesis of β-hydroxysulfides in good to excellent yields from easily accessible styrenes and thiophenols. The reaction involves single step C[sbnd]S and C[sbnd]O bonds construction.

Biodegradable choline hydroxide promoted environmentally benign thiolysis of epoxides

An environmentally benign and rapid thiolysis of epoxides using a biodegradable, choline-based task-specific ionic liquid has been developed. The ring opening reaction of aryl and alkyl epoxides proceeded rapidly and afforded the corresponding β-hydroxysulfides in high yields with excellent regioselectivity. The protocol has the advantages of easy work-up, short reaction times, high yields, and a biodegradable catalyst.