163083-14-5

Upstream product

• 104-88-1 4-chlorobenzaldehyde 
• 6314-41-6 benzo[b]thiophen-2-yl-(4-chloro-phenyl)-methanol 
• 163083-16-7 benzo[b]thiophene-2-yl(4-chlorophenyl)methanone 

Downstream Products

• 219506-00-0 (4-Chloro-phenyl)-[3-(2-hydroxy-ethylsulfanyl)-1-oxo-2,3-dihydro-1H-1λ⁴-benzo[b]thiophen-2-yl]-methanone 

Relevant academic research and scientific papers

Synthesis of (4-chlorophenyl)-(1-oxo-1λ4-benzo[b]thien-2-yl)methanone and study of its reactivity towards sulfur- and oxygen-containing nucleophiles

(4-Chlorophenyl)-(1-oxo-1λ4-benzo[b]thien-2-yl)methanone 2a was synthesized by oxidation of the corresponding benzo[b]thiophene derivative 2 with the oxidative system H2O2/TFA. This benzo[b]thiophene sulfoxide undergoes Michael-type nucleophilic addition of sulfur- and oxygen-containing nucleophiles either under basic conditions leading to 2,3-dihydro-3- substituted-benzo[b]-thiophene 1-oxides or in acidic media leading then to rearomatized 3-substituted-benzo[b]thiophenes. This method provides an easy two-step functionalization of 2-acyl-benzo[b]thiophene derivatives.

Thiophene S-Oxides: Convenient Preparation, First Complete Structural Characterization and Unexpected Dimerization of One of Them, 2,5-Diphenylthiophene-1-oxide

Oxidation of 2,5-disubstituted thiophenes and benzothiophenes by H2O2 in CF3CO2H-CH2Cl2 appears a convenient method to access the corresponding reactive sulfoxides; it is used to prepare 2,5-diphenylthiophene-1-oxide, which is the first thiophene oxide to