70769-82-3

Upstream product

• 27098-65-3 3-phenylsulfanyl-propionaldehyde 
• 100-58-3 phenylmagnesium bromide 
• 96-09-3 styrene oxide 
• 100-68-5 methyl-phenyl-thioether 
• 108-98-5 thiophenol 
• 15745-68-3 (E)-1-phenyl-3-phenylsulfanyl-2-propen-1-one 

Downstream Products

• 2085-90-7 1,4-diphenyl-1,4-butanediol 
• 80716-56-9 3,4-dihydro-4-phenyl-2H-1-benzothiopyran 

Relevant academic research and scientific papers

Preparation of thiochromans via thermal cyclization

Formation of the thiochroman ring system is achieved by a two step synthesis that involves heating 3-thiophenyl-1-propanols or 4-thiophenyl-2-butanols in toluene with catalytic amounts of p-toluenesulfonic acid. The propanols are made by the addition of s

Functionalized organolithium compounds of DTBB-catalyzed sulfur-lithium exchange

The successive reaction of β- or γ-hydroxy or amino phenyl thioethers (1,4) with butyllithium and an excess of lithium powder in the presence of a catalytic amount of DTBB in THF at - 78°C leads to the formation of the corresponding β- or γ-functionalized organolithium compounds 2 or 5, respectively, which by treatment with different electrophiles [D2O, t- BuCHO, PhCHO, Me2CO, (CH2)4CO, (CH2)5CO] at temperatures ranging between - 78°C and room temperature yields, after hydrolysis with water, the expected functionalized alcohols or amines 3 or 6, respectively, in a completely regioselective manner.

Acylations and aldol-type reactions of cyclopropyl α-sulfonyl carbanions

Acylations and aldol-type reactions of cyclopropyl α-sulfonyl carbanions formed from (1R*,2R*)-2-alkyl- 1-(phenylsulfonyl)cyclopropanes (1R*,2R*)- gave (1R*,2R*)-1-acyl-, and (1R*,2R*)-1-(1-hydroxyalkyl)-2- alkyl-1-(phenylsulfonyl)cyclopropanes [(1R*,2R*)

Reduction of β-Arylthio- or β-Alkylthio-αβ-Unsaturated Ketones

The preparation and reduction of β-arylthio or β-alkylthio-αβ-unsaturated ketones (1) with lithium aluminium hydride or sodium borohydride have been examined.Reduction of the ketones (1) with lithium aluminium hydride gave αβ-unsaturated ketones (2), in which the olefinic (R1) and carbonyl (R2) substituents are reversed compared with the starting αβ-unsaturated ketone (1), or the saturated γ-hydroxy-sulphides (3).Reduction of the ketones (1) with sodium borohydride afforded only the αβ-unsaturated ketones (2).Reduction of (1) with sodium borohydride in the presence of metal halides gave the saturated ketones (5).