64057-52-9

Usage

InChI:InChI=1/C14H11NOS/c1-9(16)15-10-6-7-12-11-4-2-3-5-13(11)17-14(12)8-10/h2-8H,1H3,(H,15,16)

Upstream product

• 25288-76-0 3-aminodibenzothiophene 
• 108-24-7 acetic anhydride 
• 132034-89-0 4-iododibenzo[b,d]thiophene 
• 132-65-0 dibenzothiophene 

Downstream Products

• 63039-70-3 N-(5,5-dioxidodibenzo[b,d]thiophen-3-yl)acetamide 

Relevant academic research and scientific papers

Diaryl ring fused sulfides and diaryl ring fused selenides, and synthesis method and application thereof

The invention discloses a synthesis method of diaryl ring fused sulfides represented by formula (B) and diaryl ring fused selenides represented by formula (C). The method is characterized in that a reaction of a reaction raw material high-iodine salt is carried out in dimethyl sulfoxide under the action of an inorganic sulfuration reagent or selenylation reagent and an alkali at 60-100 DEG C to obtain the diaryl ring fused sulfides and the diaryl ring fused selenides. Sulfur or selenium is introduced in the later stage in the presence of a nonmetal catalyst, so poisoning of sulfur to a metal catalyst in the early stage reaction is avoided; the above inorganic sulfur source is nontoxic and odorless; and two aryl groups in the high-iodine salt are fully used, so the atom economy and the greenness of the method are fully shown. The diaryl ring fused sulfides and the diaryl ring fused selenides prepared through the method can be applied to synthesize photoelectric materials BTBT and BTBS.

Transition-Metal-Free Diarylannulated Sulfide and Selenide Construction via Radical/Anion-Mediated Sulfur-Iodine and Selenium-Iodine Exchange

A facile, straightforward protocol was established for diarylannulated sulfide and selenide construction through S-I and Se-I exchange without transition metal assistance. Elemental sulfur and selenium served as the chalcogen source. Diarylannulated sulfides were systematically achieved from a five- to eight-membered ring. A trisulfur radical anion was demonstrated as the initiator for this radical process via electron paramagnetic resonance (EPR) study. OFET molecules [1]benzothieno[3,2-b][1]benzothiophene (BTBT) and [1]benzothieno[3,2-b][1]benzoselenophene (BTBS) were efficiently established.