29943-38-2

Upstream product

• 623-43-8 crotonic acid methyl ester 
• 108-98-5 thiophenol 
• 2973-86-6 lithium thiophenoxide 
• 2043-61-0 cyclohexanecarbaldehyde 
• 29943-30-4 2-(Phenylthio)propionyl chloride 
• 17431-94-6 2-phenylsulfanyl-propionic acid 
• 623-43-8 methyl crotonate 
• 934-87-2 S-phenyl thioacetate 
• 19718-57-1 1-chloro-3-phenylthio-2-butanone 
• 124-41-4 sodium methylate 

Downstream Products

• 33673-62-0 3-methyl-4-pentyl-γ-butyrolactone 
• 56949-94-1 2-(α-hydroxy-benzyl)-but-3-enoic acid methyl ester 
• 880-13-7 2-hydroxycarbonyl-1-methylethyl phenyl sulfide 

Relevant academic research and scientific papers

Enantioselective bifunctional iminophosphorane catalyzed sulfa-Michael addition of alkyl thiols to unactivated β-substituted-α,β-unsaturated esters

The highly enantioselective sulfa-Michael addition of alkyl thiols to unactivated β-substituted-α,β-unsaturated esters catalyzed by a bifunctional iminophosphorane (BIMP) organocatalyst is described. The low acidity of the alkyl thiol pro-nucleophiles is overcome by the high Br?nsted basicity of the catalyst and the chiral scaffold/thiourea hydrogen-bond donor moiety provides the required enantiofacial discrimination in the addition step. The reaction is broad in scope with respect to the alkyl thiol and β-substituent of the α,β-unsaturated ester, affords sulfa-Michael adducts in excellent yields (up to >99%) and enantioselectivity (up to 97?:?3 er) and can operate down to 1 mol% catalyst loading.

Borax as an efficient metal-free catalyst for hetero-Michael reactions in an aqueous medium

Borax, a naturally occurring material, very efficiently catalyzed the conjugate addition of thiols, dithiols and amines to α,β-unsaturated ketones, nitriles, amides, aldehydes and esters in an aqueous medium to afford the corresponding Michael adducts in good yields at room temperature. Recycling of the catalyst and scaling up of the reactions are important attributes of this catalysis. The reactions of thiols and dithiols were relatively more facile than those of the corresponding amines. Wiley-VCH Verlag GmbH & Co. KGaA, 2007.

A mild, chemoselective oxidation of sulfides to sulfoxides using o-iodoxybenzoic acid and tetraethylammonium bromide as catalyst

A mild, selective, and high-yielding method for oxidation of sulfides to sulfoxides using IBX and tetraethylammonium bromide in a variety of solvents is described. The method offers the advantage of short reaction times, no over-oxidation to sulfones, and compatibility to a wide range of functional groups.

The conjugate addition-aldol tandem reaction of α,β-unsaturated esters catalyzed by lithium benzenethiolate

Reactions of α,β-unsaturated esters with aldehydes were catalyzed by 0.2 equiv of lithium benzenethiolate in the presence of phenyl trimethylsilyl sulfide to afford the conjugate addition-aldol tandem reaction products in the anti stereoselectivity and go

Convenient one-pot synthesis of β-alkylthio acid derivatives from thioacetates and the corresponding α,β-unsaturated compounds

Various β-alkylthio acid derivatives were prepared conveniently from thioacetates and α,β-unsaturated compounds through borohydride exchange resin (BER)-Pd catalyzed transesterification of thioacetates to the corresponding thiols and Michael addition of the resulting thiols to α,β-unsaturated compounds.

1,4-Dihydro-4-oxo-benzothiopyrano (4,3-b)pyridine-2-carboxylates and derivatives

Compounds of formula 1 STR1 in which R1, R2, R3 and R4 are the same or different selected from the group consisting of hydrogen, halogen, nitro, trifluoromethyl, lower alkyl and lower alkoxy, or R1 and R2, R2 and R3, or R3 and R4 together form a CH2 CH2 CH2 CH2 chain and R3 and R4, R1 and R4 and R1 and R2, respectively, are as defined above, R5 is hydrogen, lower alkyl or a radical of formula -Alk-OR6 wherein Alk is an alkylene selected from the group consisting of CR7 R8, CR7 R8 CR9 R10, CR7 R8 CR9 R10 CR11 R12 and CR7 R8 CR9 R10 CR11 R12 CR13 R14 wherein each of R7, R8, R9, R10, R11, R12, R13 and R14 is hydrogen or lower alkyl and R6 is hydrogen or lower alkyl; R15 is hydrogen or lower alkyl; X is O, S, SO or SO2 ; and Y is O or NR16 wherein R16 is hydrogen or lower alkyl, are disclosed. The compounds of formula 1 are useful for treating allergic conditions and for treating microbial infections. Methods for the preparation and use of said compounds are disclosed.