184705-48-4

Upstream product

• 50-00-0 formaldehyd 
• 161957-23-9 [(α-chloro)(p-tolylsulfinyl)methyl]diphenylphosphine oxide 
• 87943-26-8 2-hydroxyethyl p-tolyl sulfoxide 
• 161957-21-7 [(α-chloro)(p-tolylthio)methyl]diphenylphosphine oxide 
• 24824-93-9 chloromethyl p-tolyl sulfoxide 
• 106-45-6 para-thiocresol 
• 31238-58-1 [(p-tolylthio)methyl]diphenylphosphine oxide 
• 34125-84-3 chloromethyl p-tolyl sulfide 
• 103-19-5 di(p-tolyl) disulfide 
• 918404-05-4 acetic acid 2-chloro-2-(toluene-4-sulfinyl)-ethyl ester 

Downstream Products

• 1173088-51-1 tert-butyl 4-chloro-2-(2-phenylethyl)-4-(p-tolylsulfinyl)hept-6-enoate 
• 1173088-48-6 tert-butyl 4-chloro-2-(2-phenylethyl)-4-(p-tolylsulfinyl)pentanoate 
• 1320211-12-8 C₂₂H₂₄O₃S 
• 1320211-10-6 5-methyl-3-(2-phenylethyl)-5-(p-tolylsulfanyl)dihydrofuran-2-one 
• 1173088-49-7 4-chloro-2-(2-phenylethyl)-4-(p-tolylsulfinyl)pentanoic acid 
• 1320211-20-8 C₂₉H₃₄ClNO₃S 
• 918404-00-9 tert-butyl 4-chloro-2-(2-phenylethyl)-4-(p-tolylsulfinyl)butyrate 

Relevant academic research and scientific papers

Efficient one-pot synthesis of 1-chlorovinyl p-tolyl sulfoxides from aldehydes and ketones by the Horner-Wadsworth-Emmons reaction

A variety of 2-monosubstituted and 2,2-disubstituted 1-chlorovinyl p-tolyl sulfoxides was synthesized through a one-pot procedure by the Horner-Wadsworth-Emmons reaction of carbonyl compounds with [chloro(diethoxyphosphoryl)(p-tolylsulfinyl)methyl]lithium, which was generated from diethyl chlorophosphate, chloromethyl p-tolyl sulfoxide, and lithium diisopropylamide in advance. The in situ-prepared sulfoxides were directly converted into alkynes via the sulfoxide/magnesium exchange reaction with i-PrMgCl and the subsequent Fritsch-Buttenberg-Wiechell rearrangement of the resulting magnesium alkylidene carbenoids.

The first example of γ-chloromagnesio γ-lactones: their generation from γ-tolylsulfinyl γ-lactones with isopropylmagnesium chloride, stability, and reaction with electrophiles

The treatment of γ-lactones having a sulfinyl group at the γ-position, which were synthesized from 1-chlorovinyl p-tolyl sulfoxides with lithium enolate of carboxylic esters, with isopropyl magnesium chloride in THF at -78 °C gave γ-chloromagnesio γ-lacto

Stereoselective Horner-Wittig synthesis of (Z)-1-chlorovinyl sulfoxides

This paper describes the synthesis of (Z)-1-chlorovinyl sulfoxides 1 by the Horner-Wittig reaction. The required [(α-chloro)sulfinylmethyl]diphenylphosphine oxides 2 (R1=Me, c-Hex, Ph, p-Tol, p-(CF3)Ph), were prepared in high yields

A Horner-Wittig synthesis of 1-chlorovinyl sulfoxides

1-Chlorovinyl sulfoxides 1 were prepared by Horner-Wittig reaction of the readily accessible [(α-chloro)sulfinylmethyl)diphenylphosphine oxides 2 with aldehydes. Excellent Z-selectivity was observed in most cases.