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Cas Database

93434-80-1

93434-80-1

Identification

  • Product Name:1-phenyl-4-phenylsulphonylbutan-3-one

  • CAS Number: 93434-80-1

  • EINECS:

  • Molecular Weight:288.367

  • Molecular Formula: C16H16O3S

  • HS Code:

  • Mol File:93434-80-1.mol

Synonyms:1-phenyl-4-phenylsulphonylbutan-3-one

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Relevant articles and documentsAll total 4 Articles be found

Mukaiyama reagent-promoted metal-free preparation of alkynyl sulfones and phosphonates under mild conditions

Qi, Danyang,Dong, Wanrong,Peng, Zhihong,Zhang, Yingjun,An

, (2019/08/01)

An efficient and mild route for the formation sulfur or phosphor-substituted alkynes was herein demonstrated. The Mukaiyama reagent-mediated transformation started from easily-accessible substrates without carbon-carbon triple bonds, and the reaction proceeded under mild conditions (room temperature) in a one-pot manner, requiring for no transition metal-catalysts. The practical protocol featured for good functional groups tolerance (up to 41 examples) and high efficiency (up to 91% yields) towards alkynyl sulfones and alkynyl phosphonates at low cost.

Studies on the chemistry and reactivity of α-substituted ketones in isonitrile-based multicomponent reactions

Fan, Lijun,Adams, Ashley M.,Polisar, Jason G.,Ganem, Bruce

body text, p. 9720 - 9726 (2009/04/07)

(Chemical Equation Presented) Using the Passerini and Ugi reactions as representative tests, the utility of several α-substituted ketones R-CO-CH2-X (X = sulfonyloxy, acyloxy, azido, halo, hydroxy, and sulfonyl) in isonitrile-based multicompone

ALKYATION STUDIES OF 5-EXO-METHYLENE SUBSTITUTED ISOXAZOLIDINES

Padwa, Albert,Carter, Stephen P.,Chiacchio, Ugo,Kline, Donald N.,Perumattam, John

, p. 2639 - 2646 (2007/10/02)

1,3-Dipolar cycloaddition of nitrones to phenylsulphonylallene gives in high yield and with complete regiospecificity 5-methyleneisoxazolidines.These on treatment with base and subsequent reaction with electrophiles afford both α- and γ-substituted products.With methyl iodide as the electrophile, only the α-methylated product was isolated.In contrast, reaction of the 5-exo-methylene-4-phenylsulphonylisoxazolidine with allyl bromide afforded the γ-allyated product.Formation of this was shown to be via direct γ-attack, rather than by α-attack, followed by a 3,3-sigmatropic rearrangement.Further studies show that the product ratio is controlled by a sensitive interplay between thermodynamic and steric factors and is very dependent on the nature of the electrophile used.

CYCLOPENTANATION WITH β-METHYLTHIO-ALLYL PHENYL SULFONE

Barre, V.,Uguen, D.

, p. 6045 - 6048 (2007/10/02)

The allylic thiosulfones 2 resulting from the addition of thiols to propargylic sulfone 1 have been used to convert enones into diketo-sulfones which then led to bicyclo alkanediones by either tris-anionization then cupric oxidation or treatment with rhodium acetate of the corresponding diazoketo-sulfone.

Process route upstream and downstream products

Process route

1-bromo-4-phenylbutan-2-one
31984-10-8

1-bromo-4-phenylbutan-2-one

sodium benzenesulfonate
873-55-2

sodium benzenesulfonate

1-phenyl-4-phenylsulphonylbutan-3-one
93434-80-1

1-phenyl-4-phenylsulphonylbutan-3-one

Conditions
Conditions Yield
In N,N-dimethyl-formamide; at 20 ℃; for 12h; Sealed tube;
2-methyl-3-phenyl-4-phenylsulphonyl-5-styryl-2,3-dihydroisoxazole
119017-23-1

2-methyl-3-phenyl-4-phenylsulphonyl-5-styryl-2,3-dihydroisoxazole

1-phenyl-4-phenylsulphonylbutan-3-one
93434-80-1

1-phenyl-4-phenylsulphonylbutan-3-one

Conditions
Conditions Yield
With hydrogen; palladium on activated charcoal; In methanol; for 12h;
80%
1-phenyl-4-phenylsulphonylbutan-3-one
93434-80-1

1-phenyl-4-phenylsulphonylbutan-3-one

Conditions
Conditions Yield
With hydrogenchloride; mercury dichloride; In ethanol; Heating;
91%
2,5-dimethyl-3-phenyl-4-phenylsulphonyl-2,3-dihydroisoxazole
107402-99-3

2,5-dimethyl-3-phenyl-4-phenylsulphonyl-2,3-dihydroisoxazole

1-phenyl-4-phenylsulphonylbutan-3-one
93434-80-1

1-phenyl-4-phenylsulphonylbutan-3-one

Conditions
Conditions Yield
Multi-step reaction with 4 steps
1: 1.) LDA, HMPA / 1.) THF, -78 deg C, 1 h, 2.) 0 deg C, 1 h
2: 95 percent / triethylamine / CH2Cl2 / 0 deg C, 2 h, RT, 45 min
3: 98 percent / DBU / CH2Cl2 / 0 deg C, 1 h, RT, 30 min
4: 80 percent / H2 / 10percent palladium on carbon / methanol / 12 h
With N,N,N,N,N,N-hexamethylphosphoric triamide; hydrogen; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; lithium diisopropyl amide; palladium on activated charcoal; In methanol; dichloromethane;
5-(2-hydroxyphenethyl)-2-methyl-3-phenyl-4-phenylsulphonyl-2,3-dihydroisoxazole
113549-31-8

5-(2-hydroxyphenethyl)-2-methyl-3-phenyl-4-phenylsulphonyl-2,3-dihydroisoxazole

1-phenyl-4-phenylsulphonylbutan-3-one
93434-80-1

1-phenyl-4-phenylsulphonylbutan-3-one

Conditions
Conditions Yield
Multi-step reaction with 3 steps
1: 95 percent / triethylamine / CH2Cl2 / 0 deg C, 2 h, RT, 45 min
2: 98 percent / DBU / CH2Cl2 / 0 deg C, 1 h, RT, 30 min
3: 80 percent / H2 / 10percent palladium on carbon / methanol / 12 h
With hydrogen; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; palladium on activated charcoal; In methanol; dichloromethane;
Methanesulfonic acid 2-(4-benzenesulfonyl-2-methyl-3-phenyl-2,3-dihydro-isoxazol-5-yl)-1-phenyl-ethyl ester
113549-17-0

Methanesulfonic acid 2-(4-benzenesulfonyl-2-methyl-3-phenyl-2,3-dihydro-isoxazol-5-yl)-1-phenyl-ethyl ester

1-phenyl-4-phenylsulphonylbutan-3-one
93434-80-1

1-phenyl-4-phenylsulphonylbutan-3-one

Conditions
Conditions Yield
Multi-step reaction with 2 steps
1: 98 percent / DBU / CH2Cl2 / 0 deg C, 1 h, RT, 30 min
2: 80 percent / H2 / 10percent palladium on carbon / methanol / 12 h
With hydrogen; 1,8-diazabicyclo[5.4.0]undec-7-ene; palladium on activated charcoal; In methanol; dichloromethane;
sodium benzenesulfonate
873-55-2

sodium benzenesulfonate

1-phenyl-4-phenylsulphonylbutan-3-one
93434-80-1

1-phenyl-4-phenylsulphonylbutan-3-one

Conditions
Conditions Yield
Multi-step reaction with 2 steps
2: KNH2, liq. NH3
With ammonia; potassium amide;
benzyl chloride
100-44-7

benzyl chloride

1-phenylsulfonyl-2-propanone
5000-44-2

1-phenylsulfonyl-2-propanone

1-phenyl-4-phenylsulphonylbutan-3-one
93434-80-1

1-phenyl-4-phenylsulphonylbutan-3-one

Conditions
Conditions Yield
With ammonia; potassium amide;
prop-2-ynylsulfonylbenzene
2525-40-8

prop-2-ynylsulfonylbenzene

1-phenyl-4-phenylsulphonylbutan-3-one
93434-80-1

1-phenyl-4-phenylsulphonylbutan-3-one

Conditions
Conditions Yield
Multi-step reaction with 3 steps
1: 68 percent / alumina / CH2Cl2
3: 91 percent / conc. HCl, mercuric chloride / ethanol / Heating
With hydrogenchloride; aluminum oxide; mercury dichloride; In ethanol; dichloromethane;
(2-Methylsulfanyl-prop-2-ene-1-sulfonyl)-benzene
117037-41-9

(2-Methylsulfanyl-prop-2-ene-1-sulfonyl)-benzene

1-phenyl-4-phenylsulphonylbutan-3-one
93434-80-1

1-phenyl-4-phenylsulphonylbutan-3-one

Conditions
Conditions Yield
Multi-step reaction with 2 steps
2: 91 percent / conc. HCl, mercuric chloride / ethanol / Heating
With hydrogenchloride; mercury dichloride; In ethanol;

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