5535-48-8

Basic information

• Product Name: Phenyl vinyl sulfone
• Synonyms: VINYL PHENYL SULFONE;Eletriptan intermediate 1;Phenylvinylsulfone,99+%;Benzene, (ethenylsulfonyl)-;Phenyl vinyl sulphone, 99+%;1-(Phenylsulfonyl)ethene;(ethenylsulfonyl)benzene;PhenyVinySulfone
• CAS NO: 5535-48-8
• Molecular Formula: C₈H₈O₂S
• Molecular Weight: 168.21
• EINECS: 226-890-2
• Product Categories: Pharmaceutical material and intermeidates;Sulfur Compounds (for Synthesis);Synthetic Organic Chemistry;Naphthyridine,Quinoline;Organic Building Blocks;Sulfones;Sulfur Compounds;Bioactive Small Molecules;Building Blocks;Cell Biology;Chemical Synthesis;Organic Building Blocks;P;Sulfur Compounds
• Mol File: 5535-48-8.mol
• Article Data: 76

Chemical Properties

• Melting Point: 67-69 °C(lit.)
• Boiling Point: 267.16°C (rough estimate)
• Flash Point: 178.6 °C
• Appearance: off-white or tan powder
• Density: 1.2660 (rough estimate)
• Vapor Pressure: 0.000864mmHg at 25°C
• Refractive Index: 1.5090 (estimate)
• Storage Temp.: Refrigerator (+4°C)
• Solubility: It is soluble in most common organic solvents.
• Stability: Stable. Incompatible with strong oxidizing agents.
• BRN: 1906894
• CAS DataBase Reference: Phenyl vinyl sulfone(CAS DataBase Reference)
• NIST Chemistry Reference: Phenyl vinyl sulfone(5535-48-8)
• EPA Substance Registry System: Phenyl vinyl sulfone(5535-48-8)

Safety Data

• Hazard Codes: Xi,Xn
• Statements: 36/37/38-43-41-37/38-22
• Safety Statements: 26-36/37/39-37/39
• WGK Germany: 3
• Hazardous Substances Data: 5535-48-8(Hazardous Substances Data)

Usage

Chemical Properties

off-white or tan powder

Uses

Different sources of media describe the Uses of 5535-48-8 differently. You can refer to the following data:
1. As common reagent, Phenyl vinyl sulfone is used in a variety of cycloaddition reactions to form cyclopropanes,1 cyclohexenes,2,3 and cyclooctadienes.
2. Phenyl Vinyl Sulfone is a synthetic inhibitor of cysteine protease and has antihelminthic and antiprotozoal properties. Phenyl Vinyl Sulfone is also an inhibitor of transpeptidase SrtA required for cell wall protein anchoring and virulence in Staphylococcus aureus.

Synthesis Reference(s)

The Journal of Organic Chemistry, 48, p. 4976, 1983 DOI: 10.1021/jo00173a039

General Description

Phenyl vinyl sulfone, a synthetic inhibitor of cysteine protease, exhibits antihelminthic and antiprotozoal properties.

InChI:InChI=1/C8H8O2S/c1-2-11(9,10)8-6-4-3-5-7-8/h2-7H,1H2

Synthetic route

2-chloroethyl phenyl sulfone (938-09-0) → PVS (5535-48-8)

Conditions	Yield
With triethylamine In tetrahydrofuran at 20 - 24℃; for 20h;	100%
With benzylamine In acetonitrile at 25℃; for 0.525h; Rate constant; different amines, amine concentrations and reaction times;
With sodium hydroxide

phenylthioethylene (1822-73-7) → PVS (5535-48-8)

Conditions	Yield
With C4H9N2O9W In methanol; water at 20℃; for 4h; chemoselective reaction;	99%
With selenium(IV) oxide; dihydrogen peroxide In water; ethyl acetate chemoselective reaction;	99%
With dihydrogen peroxide In water at 80℃; for 7.33333h; Catalytic behavior; Reagent/catalyst; Green chemistry;	98%

Phenyl vinyl sulfoxide (20451-53-0) → PVS (5535-48-8)

Conditions	Yield
With dihydrogen peroxide; [(η5-C5Me5)Mo(CO)3Cl] In acetonitrile at -20 - 20℃; for 4h;	98%
With dihydrogen peroxide In water; acetic acid at 20℃; for 12h;	97%
With n-C4F9; perfluoro-cis-2,3-dialkyloxaziridine; n-C3F7 In chloroform; trichlorofluoromethane at -20℃; for 0.25h;	90%
With dihydrogen peroxide In acetic acid Ambient temperature; Yield given;

2-(phenylsulfonyl)ethanol (20611-21-6) → PVS (5535-48-8)

Conditions	Yield
With methanesulfonyl chloride; triethylamine In dichloromethane at 20℃; for 6h; Dehydration;	95%
Multi-step reaction with 2 steps 1: 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride; DMAP / CH2Cl2 / 12 h / 20 °C 2: aq. NaHCO3 / acetone / 12 h / 20 °C View Scheme
Multi-step reaction with 2 steps 1: 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride; DMAP / CH2Cl2 / 12 h / 20 °C 2: aq. NaHCO3 / acetone / 12 h / 20 °C View Scheme
With sulfuric acid Behandeln des Reaktionsgemisches mit Wasser und mit wss. Natronlauge;

(1,2-dibromo-ethyl)-phenyl sulfone (65211-25-8) → PVS (5535-48-8)

Conditions	Yield
With triphenylphosphine In methanol at 25℃;	92%
With triphenylphosphine In methanol at 25℃; Rate constant;	92%

(Z)-1,2-bis(phenylsulfonyl)ethene (963-15-5) → PVS (5535-48-8)

Conditions	Yield
With tri-n-butyl-tin hydride In dichloromethane for 0.0833333h; Ambient temperature;	90%
With PtCl2Styr2; diphenylsilane In chloroform for 4h; Heating;	15%

formaldehyd (50-00-0) + (phenylsulfonylmethyl)trimethylsilane (17872-92-3) → PVS (5535-48-8)

Conditions	Yield
With n-butyllithium In tetrahydrofuran	87%
With n-butyllithium 1.) hexane, THF, 0 deg C, 0.5 h, 2.) hexane, THF, room temperature; Yield given. Multistep reaction;

ethane-1,2-disulfonyl chloride (31469-08-6) + phenylmagnesium bromide (100-58-3) → PVS (5535-48-8)

Conditions	Yield
In tetrahydrofuran for 0.25h; Cooling with ice; stereospecific reaction;	85%

(1-Bromo-2-methoxy-ethanesulfonyl)-benzene → PVS (5535-48-8) + phenyl 2-methoxyethyl sulfone (25062-93-5)

Conditions	Yield
With methanol; triphenylphosphine at 25℃;	A n/a B 82%
With methanol; triphenylphosphine at 25℃; Rate constant; Thermodynamic data; ΔH(excit.), ΔS(excit.);	A n/a B 82%

C14H13BrO4S2 → 1,2-bis(phenylsulfonyl)ethane (599-94-0) + PVS (5535-48-8)

Conditions	Yield
With methanol; triphenylphosphine at 25℃;	A 80% B n/a
With methanol; triphenylphosphine at 25℃; Rate constant; Thermodynamic data; ΔH(excit.), ΔS(excit.);	A 80% B n/a

α-bromoethyl phenyl sulfone (38009-93-7) → PVS (5535-48-8) + ethyl phenyl sulfone (599-70-2)

Conditions	Yield
With methanol; triphenylphosphine at 25℃;	A n/a B 78%
With methanol; triphenylphosphine at 25℃; Rate constant; Thermodynamic data; other β-substituted α-bromosulfones; ΔH(excit.), ΔS(excit.);	A n/a B 78%

sodium benzenesulfonate (873-55-2) + ethylene dibromide (106-93-4) → PVS (5535-48-8)

Conditions	Yield
In N,N-dimethyl-formamide at 80℃; for 24h;	78%
In N,N-dimethyl-formamide at 80℃; Inert atmosphere;	50%
In N,N-dimethyl-formamide at 80℃; Inert atmosphere;	50%

vinyl magnesium bromide (1826-67-1) + benzenesulfonyl chloride (98-09-9) → PVS (5535-48-8)

Conditions	Yield
In tetrahydrofuran at 0 - 20℃;	76%

sodium benzenesulfonate (873-55-2) + acetylene (74-86-2) → PVS (5535-48-8)

Conditions	Yield
With palladium dichloride In dimethyl sulfoxide at 50℃; for 8h; chemoselective reaction;	71%

sodium benzenesulfonate (873-55-2) + 2-bromoethanol (540-51-2) → PVS (5535-48-8)

Conditions	Yield
Stage #1: sodium benzenesulfonate; 2-bromoethanol In N,N-dimethyl-formamide at 80℃; Inert atmosphere; Stage #2: With methanesulfonyl chloride; triethylamine In dichloromethane at 20℃; Inert atmosphere; Schlenk technique;	70%

ethene (74-85-1) + benzenesufonyl hydrazide (80-17-1) → PVS (5535-48-8)

Conditions	Yield
With oxygen; copper(l) chloride; lithium bromide In dimethyl sulfoxide at 100℃; under 760.051 Torr; for 12h; Schlenk technique; stereoselective reaction;	67%

phenylthioethylene (1822-73-7) → PVS (5535-48-8) + Phenyl vinyl sulfoxide (20451-53-0)

Conditions	Yield
With C36H27CuN8O2; dihydrogen peroxide In methanol; dichloromethane at 0℃; for 10h;	A 52% B 25%
With dihydrogen peroxide; titanium(IV) isopropylate; L-Tartaric acid; silica gel In methanol; water at 25℃; for 24h; Title compound not separated from byproducts;	A 3% B 94 % Spectr.
With dihydrogen peroxide; Mg-Al-LDH-WO4 at 20℃; for 3h;

2-(phenylsulfonyl)ethanol (20611-21-6) → 2-chloroethyl phenyl sulfone (938-09-0) + PVS (5535-48-8)

Conditions	Yield
With pyridine; thionyl chloride; sodium hydrogencarbonate In toluene	A n/a B 0.7%

2-chloroethyl phenyl sulfone (938-09-0) + triethylamine (121-44-8) → PVS (5535-48-8)

Conditions	Yield
With benzene

ethene (74-85-1) + sodium benzenesulfonate (873-55-2) → PVS (5535-48-8)

Conditions	Yield
Yield given. Multistep reaction;

thiophenolate (13133-62-5) + sodium ethanolate (141-52-6) + (2-Isocyano-ethanesulfonyl)-benzene → cyanide(1-) (57-12-5) + PVS (5535-48-8) + 2-ethoxyethyl phenyl sulphone (28525-26-0) + (2-Isocyano-ethylsulfanyl)-benzene (3126-28-1)

Conditions	Yield
Rate constant; Product distribution; multistep reaction, 1.) ethanol, 25 deg C; 2.) ethanol;

S-<2-(Phenylsulfonyl)ethyl>cystein-methylester → L-Cysteine methyl ester (2485-62-3) + PVS (5535-48-8)

Conditions	Yield
With sodium hydroxide for 10h; Ambient temperature; other concentration of NaOH, reaction velocity;

S-<2-(4-Ethoxycarbonylphenylsulfonyl)ethyl>cystein-methylester (95588-67-3) → L-Cysteine methyl ester (2485-62-3) + PVS (5535-48-8)

Conditions	Yield
With sodium hydroxide Ambient temperature; reaction times, various conc. of NaOH;

N-Acetyl-S-<2-(4-ethoxycarbonylphenylsulfonyl)ethyl>cystein (86124-83-6) → N-acetylcystein (616-91-1) + PVS (5535-48-8)

Conditions	Yield
With sodium hydroxide Ambient temperature; reaction times, various conc. of NaOH, add. of N-Acetyl-S-<2-(phenylsulfonyl)ethyl>-cystein;

S-<2-(Phenylsulfonyl)ethyl>glutathion → GLUTATHIONE (70-18-8) + PVS (5535-48-8)

Conditions	Yield
With sodium hydroxide for 0.5h; Ambient temperature; other concentration of NaOH, reaction velocity;

N-(Benzyloxycarbonyl)glycyl-S-<2-(phenylsulfonyl)ethyl>cystein-methylester (86124-78-9) → PVS (5535-48-8) + N-(Benzyloxycarbonyl)glycyl-cystein-methylester (95920-19-7)

Conditions	Yield
With sodium hydroxide for 1.75h; Ambient temperature; reaction velocity;

1-Bromo-2-chloroethane (107-04-0) + Benzenesulfinic acid (618-41-7) → PVS (5535-48-8)

Conditions	Yield
With triethylamine 1.) ethanol, reflux, 3 d; 2.) dichloromethane, ethanol, reflux; Yield given. Multistep reaction;

N-(Cbo-Gylicyl)-S-(phenylsulfonylethyl)-cysteinmethylester → PVS (5535-48-8) + N-Cbo-Glycyl-cysteinmethylester

Conditions	Yield
With sodium hydroxide In methanol for 1.75h; Product distribution; Ambient temperature;

S-(Phenylsulfonylethyl)-cysteinmethylesterhydrochlorid → PVS (5535-48-8) + cysteine methyl ester hydrochloride (5714-80-7, 18598-63-5, 70361-61-4)

Conditions	Yield
With sodium hydroxide; triethylamine In methanol for 10h; Product distribution; Ambient temperature;

1H-imidazole (288-32-4) + PVS (5535-48-8) → 1-(2-(phenylsulfonyl)ethyl)-1H-imidazole

Conditions	Yield
In acetonitrile for 2h; Ambient temperature;	100%
Stage #1: 1H-imidazole With o-phenylenebis(diphenylphosphine); potassium tert-butylate; copper(l) chloride In toluene for 0.166667h; Michael Addition; Inert atmosphere; Stage #2: PVS In toluene at 22℃; for 3h; Michael Addition; Inert atmosphere;	99%

N-methylmaleimide (930-88-1) + Cyclohexanone oxime (100-64-1) + PVS (5535-48-8) → 2,2-spiropentamethylene-3-(2'-phenylsulphonylethyl)-7-methyl-3,7-diaza-4-oxabicyclo<3.3.0>octane-6,8-dione (135583-71-0)

Conditions	Yield
In [D3]acetonitrile for 720h; Ambient temperature;	100%

PVS (5535-48-8) + 1-(adamantane-1-carbonyloxy)pyridine-2(1H)-thione (91233-19-1) → 2-(1-adamantyl)-1-phenylsulphonyl-1-(pyridine-2-thiyl)ethane (103698-35-7)

Conditions	Yield
In dichloromethane; benzene for 0.166667h; Mechanism; Ambient temperature; Irradiation; easy formation of a carbon-carbon bond by simply incorporating activated olefin into the system (further activated olefins gave similar products);	100%
In dichloromethane; benzene for 0.166667h; Ambient temperature; Irradiation; during work up excess monomer was destroyed by hydrazine;	100%

PVS (5535-48-8) + diacetone acrylamide oxime (79077-49-9) → 2-(2-phenylsulphonylethyl)-1,8,8-trimethyl-6-oxo-2,7-diaza-3-oxabicyclo<4.3.0>nonane (135386-59-3)

Conditions	Yield
In xylene for 16h; Heating;	100%
In xylene at 140℃; Yield given;

PVS (5535-48-8) + 2-Thioxo-2H-pyridine-1-carboxylic acid adamantan-1-yl ester → 2-(1-adamantyl)-1-phenylsulphonyl-1-(pyridine-2-thiyl)ethane (103698-35-7)

Conditions	Yield
In dichloromethane; benzene at 20 - 25℃; for 0.166667h; Irradiation;	100%

PVS (5535-48-8) + tert-butylamine (75-64-9) → 2-methyl-N-[2-(phenylsulfonyl)ethyl]propan-2-amine (16191-98-3)

Conditions	Yield
In dichloromethane at 20℃;	100%
In ethanol at 20℃; Cooling with ice;	81%

1-iodocyclohexane (626-62-0) + PVS (5535-48-8) → ((2-cyclohexylethyl)sulfonyl)benzene (126002-58-2)

Conditions	Yield
With water; sodium chloride In acetonitrile pH=2; Electrochemical reaction; Green chemistry;	100%
With N-ethylpiperidine hypophosphite; triethyl borane; oxygen In 1,4-dioxane at 20℃; for 1h;	98%
With cetyltrimethylammonim bromide; 4,4'-dicyano-4,4'-azo-di-valeric acid; N-ethylpiperidinium hypophosphite In 1,4-dioxane; water at 100℃; for 0.5h;	94%
With (CH3)3N(+)(CH2)15CH3*H2PO2(-); 4,4'-dicyano-4,4'-azo-di-valeric acid In water at 100℃; for 1h;	89%
With tert-butylisonitrile; diethyl 2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate; triethylamine; lithium chloride; palladium dichloride In benzene for 16h; Giese Free Radical Synthesis; Irradiation; Inert atmosphere;	88%

2-iodo-propane (75-30-9) + PVS (5535-48-8) → 1-phenylsulphonyl-3-methyl butane (52075-20-4)

Conditions	Yield
With hydrogenchloride; water; sodium chloride In acetonitrile for 20h; pH=2; Solvent; pH-value; Electrochemical reaction; Green chemistry;	100%
With 2,2'-azobis(isobutyronitrile); tert-butyl(2,6-dimethoxy-1-methylcyclohexa-2,5-dien-1-yl)dimethylsilane In hexane for 14h; Giese-type addition; Heating;	89%
With indium In methanol; water at 20℃; for 0.5h;	86%

PVS (5535-48-8) + tert-butyl 2,3-dihydro-1-oxo-1H-indene-2-carboxylate (375349-06-7) → C22H24O5S

Conditions	Yield
With quinidine 9-O-(9'-phenanthryl)ether In toluene at 20℃; for 36h; Michael addition; optical yield given as %ee; enantioselective reaction;	100%

PVS (5535-48-8) + 3-methoxybenzenethiol (15570-12-4) → 2-[(3-methoxyphenyl)sulfanyl]ethyl phenyl sulfone (1308834-07-2)

Conditions	Yield
With potassium carbonate In dichloromethane at 20℃; for 20h; Inert atmosphere;	100%

pyrrolidine + PVS (5535-48-8) → 1-[2-(phenylsulfonyl)ethyl]pyrrolidine (649760-40-7)

Conditions	Yield
In dichloromethane at 20℃;	100%

PVS (5535-48-8) + N,N',N'-trimethylenediamine (142-25-6) → N1,N1,N2-trimethyl-N2-[2-(phenylsulfonyl)ethyl]-1,2-ethanediamine (1496553-60-6)

Conditions	Yield
In dichloromethane at 20℃;	100%

morpholine (110-91-8) + PVS (5535-48-8) → 4-[2-(phenylsulfonyl)ethyl]morpholine (41821-25-4)

Conditions	Yield
In dichloromethane at 20℃;	100%

(S)-2-aminobutane (513-49-5) + PVS (5535-48-8) → (S)-N-[2-(phenylsulfonyl)ethyl]butan-2-amine (1496553-62-8)

Conditions	Yield
In dichloromethane at 20℃;	100%

(R)-sec-butylamine (13250-12-9) + PVS (5535-48-8) → (R)-N-[2-(phenylsulfonyl)ethyl]butan-2-amine (1496553-61-7)

Conditions	Yield
In dichloromethane at 20℃;	100%

propylamine (107-10-8) + PVS (5535-48-8) → N-[2-(phenylsulfonyl)ethyl]propan-1-amine (1247689-43-5)

Conditions	Yield
In dichloromethane at 20℃;	100%

Thiomorpholin (123-90-0) + PVS (5535-48-8) → 4-[2-(phenylsulfonyl)ethyl]thiomorpholine (882270-51-1)

Conditions	Yield
In dichloromethane at 20℃;	100%

PVS (5535-48-8) + isopropylamine (75-31-0) → N-[2-(phenylsulfonyl)ethyl]propan-2-amine (85052-84-2)

Conditions	Yield
In dichloromethane at 20℃;	100%
In ethanol at 0 - 20℃;	99%

PVS (5535-48-8) + propan-1-ol-3-amine (156-87-6) → 3-[(2-(phenylsulfonyl)ethyl)amino]propan-1-ol (1496553-63-9)

Conditions	Yield
In dichloromethane at 20℃;	100%

1-methyl-piperazine (109-01-3) + PVS (5535-48-8) → 1-methyl-4-[2-(phenylsulfonyl)ethyl]piperazine (1281167-83-6)

Conditions	Yield
In dichloromethane at 20℃;	100%

PVS (5535-48-8) + N,N-dimethylethylenediamine (108-00-9) → N1,N1-dimethyl-N2-[2-(phenylsulfonyl)ethyl]ethane-1,2-diamine (121101-77-7)

Conditions	Yield
In dichloromethane at 20℃;	100%

PVS (5535-48-8) + thiophenol (108-98-5) → 2-(phenylsulfanyl)ethyl phenyl sulfone (29290-71-9)

Conditions	Yield
With tetra(n-butyl)ammonium hydroxide In ethanol; water at 20℃; for 2h; Michael Addition; Green chemistry;	99%
triethylamine In tetrahydrofuran for 4.5h; Ambient temperature;	96%
With potassium carbonate In dichloromethane at 20℃; for 20h; Inert atmosphere;	92%
With 1,3-dicyclohexylimidazolium-2-carboxylate In tetrahydrofuran at 21℃; for 2h; Michael Addition;	90%

PVS (5535-48-8) + aniline (62-53-3) → N-(2-benzenesulfonylethyl)phenyl amine

Conditions	Yield
Stage #1: aniline With potassium tert-butylate; bis[2-(diphenylphosphino)phenyl] ether; copper(l) chloride In toluene for 0.166667h; Michael Addition; Inert atmosphere; Stage #2: PVS In toluene at 22℃; for 3h; Reagent/catalyst; Michael Addition; Inert atmosphere;	99%
acetic acid at 200℃; for 0.333333h; Michael addition; microwave irradiation;	96%
With acetic acid at 200℃; for 0.333333h; Microwave irradiation; Sealed vessel tube;	76%

N-tert-Butylhydroxylamine (16649-50-6) + PVS (5535-48-8) → N-tert-Butyl-N-<2-(phenylsulfonyl)ethyl>hydroxylamin

Conditions	Yield
In dichloromethane for 2h; Ambient temperature;	99%

PVS (5535-48-8) + 1-methoxy-3-<(phenylthio)methyl>-1,3-butadiene (86531-05-7, 86531-33-1) → C20H22O3S2 (91228-32-9, 91228-33-0)

Conditions	Yield
With hydroquinone In toluene at 110℃; for 48h;	99%

PVS (5535-48-8) + 1-benzene (80859-83-2) → (3r,5r,7r)-1-(2-(phenylsulfonyl)ethyl)adamantane (126002-57-1)

Conditions	Yield
With cyclohexa-1,4-diene In dichloromethane at 30℃; for 0.25h; Irradiation;	99%
With cyclohexa-1,4-diene In dichloromethane at 30℃; for 3h; Irradiation;	93%

PVS (5535-48-8) + 3-Adamantan-1-yl-4-tert-butyl-thiophene 1,1-dioxide (211372-59-7) → 1-(2-tert-Butyl-phenyl)-adamantane

Conditions	Yield
In 1,2-dichloro-benzene for 27.5h; Heating;	99%

Upstream product

• 938-09-0 2-chloroethyl phenyl sulfone 
• 74-85-1 ethene 
• 873-55-2 sodium benzenesulfonate 
• 13133-62-5 thiophenolate 
• 141-52-6 sodium ethanolate 
• 20451-53-0 Phenyl vinyl sulfoxide 
• 38009-93-7 α-bromoethyl phenyl sulfone 
• 65211-25-8 (1,2-dibromo-ethyl)-phenyl sulfone 
• 95588-67-3 S-<2-(4-Ethoxycarbonylphenylsulfonyl)ethyl>cystein-methylester 
• 107-04-0 1-Bromo-2-chloroethane 
• 618-41-7 Benzenesulfinic acid 
• 38798-68-4 phenyl β-bromoethyl sulphone 
• 114969-03-8 (1-fluoroethenyl)phenylsulfane dioxide 
• 70972-83-7 1-(benzenesulfonyl)-1-diazoacetic acid methyl ester 

Downstream Products

• 1213-43-0 1-(2-benzenesulfonyl-ethyl)-piperidine 
• 28525-26-0 2-ethoxyethyl phenyl sulphone 
• 32018-21-6 2-[(4-methylphenyl)sulfanyl]ethyl phenyl sulfone 
• 71350-91-9 {[2-(benzylsulfanyl)ethyl]sulfonyl}benzene 
• 599-94-0 1,2-bis(phenylsulfonyl)ethane 
• 40936-39-8 4-[6-(2-benzenesulfonyl-ethyl)-cyclohex-1-enyl]-morpholine 
• 19374-22-2 4-(8-benzenesulfonyl-bicyclo[4.2.0]oct-1-yl)-morpholine 
• 71351-06-9 Thioessigsaeure-benzolsulfonyl-2-aethylester 
• 66754-29-8 2-CHLORO-1-(PHENYLSULFONYL)ETHYL PHENYL SULFIDE 
• 125927-36-8 Tetrahydro-2-<2-(phenylsulfonyl)ethyl>furan 
• 132353-02-7 2-(tetrahydrofuran-2'-yl)-1-phenylsulphonyl-1-(pyridine-2-thiyl)ethane 
• 49651-51-6 3-benzenesulfonyl-4,5-dihydro-1H-pyrazole 
• 132353-03-8 2-(dioxolan-2'-yl)-1-phenylsulphonyl-1-(pyridine-2-thiyl)ethane 
• 56161-51-4 2-<2-(phenylsulfonyl)ethyl>-1,3-dioxolane 

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New heterogeneous catalysts comprising of peroxidoniobium(V) complexes immobilized on amino acid grafted cross-linked poly(styrene-divinylbenzene) resin has been developed. Results of FTIR, Raman, NMR, XPS, XRD, EDX, SEM, BET, TGA, and elemental analysis confirmed the successful anchoring of triperoxidoniobium(V), [Nb(O2)3]? species to the host polymer via the pendant amino acid groups. The supported catalysts exhibited excellent performance in epoxidation of styrene and a range of cyclic and terpenic compounds under environmentally acceptable solvent-free condition, with aqueous H2O2 as oxidant. The catalytic protocols provided excellent conversion to the desired epoxide (up to 100%) with selectivity > 99%, TON as high as 1000, and high H2O2 utilization efficiency (92–97%). Moreover, the catalysts efficiently facilitated chemoselective solvent-free oxidation of a variety of thioethers to sulfones at room temperature. Simple operational strategy, easy recyclability for multiple reaction cycles with the consistent activity-selectivity profile are the additional significant attributes of the developed catalytic processes.

Ruthenium(II)-Catalyzed Highly Chemo- And Regioselective Oxidative C6 Alkenylation of Indole-7-carboxamides

We disclosed the first efficient method for highly chemo- and regioselective C6 alkenylation of indole-7-carboxamides using inexpensive Ru(II) catalyst through chelation assisted C-H bond activation. Electronically diverse indole-7-carboxamides and alkenes react efficiently to produce a wide range of C6 alkenyl indole derivatives. Further the C6 alkenyl indole-7-carboxamides modified to their derivatives through simple chemical transformations. The observed regioselectivity and kinetics has been evidenced by deuterium incorporation and intermolecular competitive studies. In addition, for mechanistic insights, the intermediates were analyzed by HRMS.