925674-57-3

Basic information

• Product Name: Thieno[3,4-b]-1,4-dioxin, 2,3-dihydro-5-(4-methylphenyl)-
• Synonyms: Thieno[3,4-b]-1,4-dioxin, 2,3-dihydro-5-(4-methylphenyl)-;5-(4-methylphenyl)-2H,3H-thieno[3,4-b][1,4]dioxine
• CAS NO: 925674-57-3
• Molecular Formula: C₁₃H₁₂O₂S
• Molecular Weight: 0
• Mol File: 925674-57-3.mol
• Article Data: 3

Chemical Properties

• Appearance: /
• CAS DataBase Reference: Thieno[3,4-b]-1,4-dioxin, 2,3-dihydro-5-(4-methylphenyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: Thieno[3,4-b]-1,4-dioxin, 2,3-dihydro-5-(4-methylphenyl)-(925674-57-3)
• EPA Substance Registry System: Thieno[3,4-b]-1,4-dioxin, 2,3-dihydro-5-(4-methylphenyl)-(925674-57-3)

Safety Data

• Hazardous Substances Data: 925674-57-3(Hazardous Substances Data)

Upstream product

• 106-38-7 para-bromotoluene 
• 126213-50-1 3,4-(ethylenedioxy)thiophene 
• 624-31-7 4-tolyl iodide 

Downstream Products

• 593231-62-0 2,3-dihydro-7-p-tolylthieno[3,4-b][1,4]dioxine-5-carbaldehyde 

Relevant articles and documents

Direct C-H arylation of thiophenes at low catalyst loading of a phosphine-free bis(alkoxo)palladium complex

An efficient phosphine-free direct C-H arylation of thiophenes at the α-position has been developed at low catalyst loading of bis(alkoxo)palladium complex (Cat.I, 0.1-0.2 mol %). The developed synthetic method can be applied to the synthesis of α-aryl/heteroaryl thiophenes from aryl or heteroaryl bromides in good to excellent yields and is compatible with the substrates bearing electron-donating or electron-withdrawing groups. The reactivities of the 2- and 5-positions of thiophenes are equivalent and not dependent on steric hindrance under optimal conditions. This condition can also be applied to other heterocyclic moieties such as benzothiophene, benzofuran, and pyrrole with high conversion yields.

Pd-mediated C-H arylation of EDOT and synthesis of push-pull systems incorporating EDOT

The direct C-H arylation of 3,4-ethylenedioxythiophene (EDOT) is described under Heck-type experimental conditions. This methodology has been used to synthesize a series of push-pull systems containing EDOT units.