59106-44-4

Upstream product

• 103-36-6 ethyl 3-phenyl-2-propenoate 
• 108-98-5 thiophenol 
• 867-13-0 diethoxyphosphoryl-acetic acid ethyl ester 
• 100-52-7 benzaldehyde 
• 614-47-1 1,3-diphenyl-propen-3-one 
• 1020856-07-8 C₂₁H₁₉NOS 
• 74408-96-1 1,3-diphenyl-3-phenylsulfanyl-propan-1-one 
• 1020856-08-9 C₂₁H₁₉NOS 
• 64-17-5 ethanol 

Downstream Products

• 5425-50-3 3-phenyl-3-(phenylmercapto)propanoic acid 
• 77085-24-6 β-chlorobenzenepropanoic acid ethyl ester 
• 65288-05-3 3-phenyl-3-(phenylthio)propan-1-ol 
• 81513-53-3 4-(2-Benzenesulfonyl-2-phenyl-ethyl)-heptan-4-ol 
• 81513-68-0 4-(2-Phenyl-2-phenylsulfanyl-ethyl)-heptan-4-ol 

Relevant academic research and scientific papers

Desulfurative Chlorination of Alkyl Phenyl Sulfides

The chlorination of readily available secondary and tertiary alkyl phenyl sulfides using (dichloroiodo)benzene (PhICl2) is reported. This mild and rapid nucleophilic chlorination is extended to sulfa-Michael derived sulfides, affording elimination-sensitive β-chloro carbonyl and nitro compounds in good yields. The chlorination of enantioenriched benzylic sulfides to the corresponding inverted chlorides proceeds with high stereospecificity, thus providing a formal entry into enantioenriched chloro-Michael adducts. A mechanism implying the formation of a dichloro-λ4-sulfurane intermediate is proposed.

Natural phosphate modified with lithium nitrate: A new efficient catalyst for the construction of carbon-carbon, carbon-sulfur, and carbon-nitrogen bonds

The addition of small amounts of lithium nitrate to natural phosphate followed by calcination gives a new catalyst Li/NP (weight ratio LiNO3/NP = 1/15). This material showed catalytic activity in the Michael addition of amines, mercaptans, and active methylene compounds to chalcone derivatives with high yields under mild reaction conditions. Li/NP is used as the catalyst for a facile synthesis of -amino acids, -sulfur acids, and 4 H-chromenes under heterogeneous conditions. The usual, undesirable byproducts from the Michael condensation such as 1,2-addition, bis-addition, and polymerization compounds are not observed with this method. The work-up procedure is simplified by simple filtration with the use of Li/NP.

High-pressure induced domino-Horner-Wadsworth-Emmons (HWE) -Michael reactions

A new protocol for the alkenylation of carbonyl compounds with phosphonates (Horner-Wadsworth-Emmons reaction) is described. Aldehydes react with phosphonates already at room temperature in the presence of triethylamine without further activation by Lewis-acids if high-pressure (8 kbar) is applied to the system. Based on this protocol a domino process was developed combining the HWE reaction with a Michael reaction, thus allowing the one-pot synthesis of β-amino esters, β-thio esters or β-thio nitriles.