22198-57-8

Upstream product

• 23533-56-4 1-diazo-3-phenylthiopropan-2-one 
• 64-19-7 acetic acid 
• 22198-54-5 1-chloro-3-phenylsulfanylpropan-2-one 
• 7031-27-8 (phenylthio)acetic acid chloride 
• 127-09-3 sodium acetate 
• 108-98-5 thiophenol 
• 534-07-6 1,3-Dichloroacetone 
• 69753-43-1 1-chloro-1-phenylthio-2-propanone 
• 127-08-2 potassium acetate 

Downstream Products

• 159002-92-3 Acetic acid 2-hydroxy-2-phenylsulfanylmethyl-pent-4-enyl ester 
• 97798-49-7 3-phenylthio-2-hydroxy-1-tosyloxypropane 
• 97798-51-1 (S)-5-Phenyl-1-phenylsulfanyl-pentan-2-ol 
• 97859-56-8 (S)-1-Phenylsulfanyl-tridecan-2-ol 
• 97798-48-6 (S)-(2,3-dihydroxypropyl) phenyl sulfide 
• 67210-33-7 (S)-(+)-1-(benzenesulfanyl)-2-butanol 
• 97798-50-0 (S)-1,2-epoxy-3-(phenylthio)propane 
• 159099-53-3 2-Allyl-2-phenylsulfanylmethyl-oxirane 
• 159002-93-4 1-(4-Methoxy-phenyl)-2-phenylsulfanylmethyl-pent-4-en-2-ol 
• 159099-54-4 2-Phenylsulfanylmethyl-pent-4-ene-1,2-diol 
• 110210-93-0 2-hydroxy-3-phenylthiopropyl acetate 
• 110210-94-1 1-hydroxymethyl-2-phenylthioethyl acetate 
• 97798-47-5 1-hydroxy-3-phenylthio-2-propanone 

Relevant academic research and scientific papers

OPTICALLY PURE (S)-3-PHENYLTHIO-1,2-PROPANEDIOL: SYNTHESIS BY THE YEAST REDUCTION AND USE AS A PRECURSOR OF BOTH ENANTIOMERS OF SECONDARY ALCOHOLS

Optically pure (S)-3-phenylthio-1,2-propanediol was obtained by the enantioselective reduction of 1-hydroxy-3-phenylthio-2-propanone with the Baker's yeast, and was found to be a convenient precursor for both enantiomers of secondary alcohols, which was d

NUCLEOPHILIC SUBSTITUTION OF α-HALO-KETONES-XXII ACETOLYSIS OF α'-PHENOXY-α-CHLORO-KETONES. A COMPARISON OF THEIR REACTIVITY WITH THAT OF THE CORRESPONDING THIOETHERS

The results obtained in the acetolysis of α-chloro-ketones 1 a-e are compared with those previously reported for the acetolysis of the corresponding α'-phenylthio-α-chloro-ketones 15a-e and discussed in terms of the enolization-solvolysis mechanisms.

NUCLEOPHILIC SUBSTITUTION OF α-HALO KETONES. XXI. STRUCTURE-REACTIVITY RELATIONSHIPS IN THE ACETOLYSIS OF 3-SUBSTITUTED 1-CHLORO-3-PHENYLTHIO-2-PROPANONES

The acetolyses of α-chloro ketones 1a-d have been re-investigated under standard conditions and compared with those of the corresponding isomeric substrates 2a-d.It has been shown that participation by the neighbouring phenylthio group, involving a 1-3 shift of the latter, does occur in part even in the case of 1d, while it is the only process in the case of 1e.A few structure-reactivity relationships in the two series of substrates are discussed.

Preparation and Reactions of Novel Cyclic β-Oxosulphonium Salts obtained by the Acid-induced Cycisation of 1-Diazo-ω-phenylthio-2-alkanones

With perchloric acid, the diazo-ketones PhSnCOCHN2 (1a)-(1d) give the corresponding cyclic β-oxosulphonium salts (2a)-(2d); the p-chlorophenyl analogue of (2d) was similarly prepared.The salts (2a), (2c), and (2d) react with triphenylphosphine at C(2) to give the acyclic phosphonium salts (3a), (3c), and (3d) and, analogously, with potassium O-ethyl dithiocarbonate to give the corresponding acyclic O-ethyl dithiocarbonates (3f), (3g), and (3h).All the reactions of the salt (2b) with nucleophiles gave either 1-phenylthiobut-3-en-2-one (11) or products of its Michael addition.Salts (2c) and (2d) with sodium methoxide in methanol provide, respectively, methyl ω-phenylthio-butanoate and -pentanoate in a process that involves the loss of a methylene group.These and other reactions are considered to proceed via ylide intermediates; the intermediate derived by the deprotonation of (2d) being isolated, whereas that from (2c) rearranged to give 3-phenylthiocyclopentanone.