14934-01-1

Upstream product

• 26760-21-4 methyl p-chlorobenzenesulphinate 
• 62-53-3 aniline 
• 106-54-7 p-Chlorothiophenol 
• 1142-19-4 4,4'-dichlorodiphenyl disulfide 
• 19378-58-6 N-(4-chloro-phenylsulfanylmethyl)-phthalimide 
• 2901-92-0 p-chlorophenylsulfinyl chloride 

Downstream Products

• 123858-15-1 4-Chloro-2-deuteriobenzenesulfinanilide 
• 123858-20-8 4-Chloro-2-iodobenzenesulfinanilid 
• 123858-26-4 5-Chloro-3,3-diphenyl-3H-2,1-benzoxathiole-1-oxide 
• 123858-27-5 5-Chloro-3-phenyl-3H-2,1-benzoxathiole-1-oxide 
• 29647-82-3 (3-chlorophenyl)(diphenyl)methanol 
• 38700-88-8 m-chlorophenyl phenylsulfide 
• 123858-21-9 4-Chloro-2-(tert-butylcarbamoyl)benzenesulfinanilid 
• 123858-19-5 4-Chloro-2-methylbenzenesulfinanilid 
• 123858-18-4 4-Chloro-2-(phenylthio)benzenesulfinanilid 
• 123858-17-3 4-Chloro-2-(hydroxy-phenyl-methyl)-benzenesulfinic acid phenylamide 

Relevant academic research and scientific papers

Methyl sulfinates as electrophiles in friedel-crafts reactions. Synthesis of aryl sulfoxides

The Friedel-Crafts reaction of methyl alkyl- and arylsulfinates with aromatic systems, activated by one or more electron-donating substituents (OH, OMe, NHR, NR2), provides alkyl aryl and diaryl sulfoxides under mild conditions and in moderate to good yields. The very high regioselectivity usually observed in these sulfinylation reactions is rationalized on the basis of a Wheland intermediate having a trigonal bypyramidal structure in which steric and electronic interactions are significant factors strongly destabilizing the attack to the ortho positions.

Chlorinolyses of Alkyl (or Aryl) Phtalimidomethyl Sulfides with Sulfuryl Chloride or Chlorine in the Presence and the Absence of Acetic Acid

Alkyl and aryl phtalimidomethyl sulfides give alkane- and arenesulfenyl chlorides on reaction with equimolar sulfuryl chloride or molecular chlorine in an aprotic solvent at room temperature, but give alkene- and arenesulfinyl chlorides on reaction with two molar equivalents of the same reagent in the presence of acetic anhydride under the same conditions.The utility of these reactions for the synthesis of organo sulfenyl chlorides and sulfinyl chlorides was confirmed.Keywords- chlorinolysis; oxidative cleavage; alkyl (or aryl) phtalimidomethyl sulfide; alkane (or arene) sulfinyl chloride; 2-chloro-alkyl sulfides; α,β-unsaturated sulfides