25935-99-3

Upstream product

• 30222-25-4 α-(m-Chlor-phenyl-mercapto)-α-phenyl-acetophenon 
• 13733-68-1 m-chlorobenzenesulfenyl chloride 
• 501-65-5 diphenyl acetylene 
• 933-01-7 4-chloro-benzenesulfenyl chloride 
• 42839-20-3 1-((4-chlorophenyl)thio)pyrrolidine-2,5-dione 
• 106-54-7 p-Chlorothiophenol 

Downstream Products

• 1520-42-9 1,1,2-triphenylethane 
• 84224-94-2 1-(4-Chlorphenyl)-1,2-diphenylethan 

Relevant academic research and scientific papers

AlCl3-Catalyzed Intermolecular Annulation of Thiol Derivatives and Alkynes by 1,2-Sulfur Migration: Construction of 6-Substituted Benzo[b]thiophenes

A method for the AlCl3-catalyzed intermolecular oxidative annulation of N-(arylthio)phthalimide derivatives with alkynes has been developed. The annulation reaction occurs at room temperature and involves the oxidative cleavage of the S–N bond and 1,2-sulfur migration, which leads to the construction of diverse arrays of π-conjugated 6-substituted 2,3-diarylbenzo[b]thiophene derivatives.

Synthesis and Reactions of Sulfenic Trifluoromethanesulfonic Anhydrides

Sulfenyl halogenides 1 and 4 react with silver trifluoromethanesulfonate (2) to give aryl 3 and alkylsulfenic trifluoromethanesulfonic anhydrides 5, resp., in good yields; 3 and 5 could not be isolated because of their instability. 1H NMR spectroscopic data of 5a, b, each in dichloromethane and nitromethane, resp., are indicative of a dissoziation to adducts of alkylsulfenylium ions and the solvent.Whereas 3 do not react with aromatic compounds, addition products with diphenylacetylene, arylsulfenylvinyl trifluoromethanesulfonates 11, are formed smoothly, which under the reaction conditions immediately cyclize to give benzothiophenes 10 in excellent yields.