66164-89-4

Upstream product

• 128564-07-8 (2-Methyl-prop-1-ene-1-sulfinyl)-benzene 
• 63996-66-7 2-methyl-2-(phenylthio)propanal 
• 68734-79-2 methyl 2-methyl-2-(phenylsulfanyl)propionate 
• 139058-73-4 1,1-diacetoxy-2-methyl-2-(phenylsulfenyl)propane 

Relevant academic research and scientific papers

N-acylsulfonamide apoptosis promoters

N-Benzoyl arylsulfonamides having the formula are BCL-Xl inhibitors and are useful for promoting apoptosis. Also disclosed are BCL-Xl inhibiting compositions and methods of promoting apoptosis in a mammal.

N-Acylsulfonamide apoptosis promoters

N-Benzoyl arylsulfonamides having the formula Are BCL-X1 inhibitors and are useful for promoting apoptosis. Also disclosed are BCL-X1 inhibiting compositions and methods of promoting apoptosis in a mammal.

A simple synthetic route to 3-phenoxybenzyl 2-methyl-2-(p-substituted phenoxy and thiophenoxy/naphthoxy)propyl ethers, structurally related to ethofenoprox

Some 3-phenoxybenzyl 2-methyl-2-(p-substituted phenoxy and thiophenoxy/naphthoxy)propyl ethers (8), bearing close structural resemblance to the powerful insecticide MTI-500 have been synthesised by a simple route for evaluating their insecticidal properties.

Additive Pummerer reactions of vinylic sulfoxides. Synthesis of γ-hydroxy-α,β-unsaturated esters, α-hydroxyketones, and 2-phenylsulfenyl aldehydes and primary alcohols

Treatment of β-monosubstituted vinylic sulfoxides 1 with trifluoroacetic anhydride in dichloromethane gave excellent yields of 1,2-bis(trifluoroacetoxy)thioethers 6. Mildly basic methanolysis of 2-alkyl-substituted 6 gave α-hydroxyaldehydes 11 as monomer-dimer mixtures; similar treatment of the 2-aryl analogues afforded aryl (hydroxymethyl) ketones 12. Compounds 11 underwent Wittig reactions with methoxycarbonylmethylenetriphenylphosphorane to give high yields of γ-hydroxy-α,β-unsaturated esters 13, predominantly as the E-isomers. β-Monosubstituted vinylic sulfoxides 1 possessing a β-aryl group, and β-disubstituted vinylic sulfoxides 3 reacted with trifluoromethanesulfonic anhydride-sodium acetate in acetic anhydride to give 2-(phenylsulfenyl) acylals 14. These gave 2-phenylsulfenyl aldehydes 15 upon basic methanolysis, and the corresponding primary alcohols 16 on reduction with sodium borohydride. Reaction of both geometric isomers of enantiomerically pure vinylic sulfoxide 1o with TFAA gave racemic 6o as a mixture of diastereomers. Reaction of optically pure (E)- and (Z)-1p with trifluoromethanesulfonic anhydride-sodium acetate in acetic anhydride gave acylal 19 in 10.5 and 23% e.e., respectively.

Additive Pummerer reactions of vinylic sulphoxides. Synthesis of 2-(phenylsulphenyl) aldehydes and primary alcohols

Reaction in acetic anhydride solution of α,β-unsaturated sulphoxides 1 with sodium acetate and triflic anhydride gives 2-(phenylsulphenyl) acylals 4. Basic methanolysis of 4 gives 2-(phenylsulphenyl) aldehydes 8, whilst reduction gives directly 2-(phenylsulphenyl) primary alcohols 9.

Scope and limitations of allyl sulphide synthesis by [1,2] and [1,3] phenylthio migration

β-Phenylthio-alcohols rearrange in acidic solution (toluene-p-sulphonic acid in benzene under reflux) to give allyl sulphides by phenylthio migration. High yields of single products useful in organic synthesis are obtained with a tertiary or secondary mig