223575-42-6

Upstream product

• 113893-08-6 benzo[b]thiophen-3-yl-3-boronic acid 
• 6630-33-7 ortho-bromobenzaldehyde 
• 7342-82-7 3-Bromothianaphthene 
• 40138-16-7 2-formylbenzene boronic acid 

Downstream Products

• 1065544-50-4 [2-(benzo[b]thien-3-yl)phenyl](phenyl)methanol 
• 1065544-52-6 [2-(benzo[b]thien-3-yl)phenyl](4-vinylphenyl)methanol 
• 1318261-56-1 3-(2-(2,2-dibromovinyl)phenyl)benzo[b]thiophene 
• 1318261-76-5 6-phenylbenzo[b]naphtho[1,2-d]thiophene 
• 1318261-75-4 6-(4-methoxyphenyl)benzo[b]naphtho[1,2-d]thiophene 

Relevant academic research and scientific papers

Regioselectivity-Switchable Intramolecular Hydroarylation of Ynone

The switchable catalytic approach to the regioselective intramolecular hydroarylation of ynone has been developed. When ZnI2 was used as catalyst, the umpolung α-arylation of ynone was realized via an addition-elimination process of iodine ion to generate the ortho-phenanthrenequinone methide (o-PQM), which could be trapped by styrene to form benzo[f,h]chromenes through hetero-Diels-Alder reaction. While IPrAuCl/AgSbF6 was applied, however, the β-arylation of ynone took place to afford benzocycloheptene-5-ones in moderate to excellent yields. (Figure presented.).

χ-shaped bis(areno)-1,4-dihydropyrrolo[3,2-b]pyrroles generated by oxidative aromatic coupling

A synthesis of dihydropyrrolo[3,2-b]pyrroles fused with two peripheral arenes or heterocyclic units has been realized through the concise route. These nearly planar compounds were prepared starting from assembling the central core via condensation of 2-aryl or 2-heteroarylbenzaldehydes with aromatic amines and diacetyl, followed by double intramolecular oxidative aromatic coupling. This two-step procedure afforded the desired products in overall yields of 5-36%, and it tolerates structural diversity of starting materials. All the final dyes exhibit strong blue fluorescence in solution.

Construction of pinpoint-fluorinated benzothiophene frameworks using palladium-catalyzed cyclization of o-(fluorovinyl)phenyl-substituted thiophenes

o-(2,2-Difluorovinyl)phenyl- or o-(1,2,2-trifluorovinyl)phenylsubstituted thiophenes underwent palladium(II)-catalyzed Friedel-Crafts-type cyclization on the fluorovinyl moieties to construct regioselectively monofluorinated or difluorinated benzothiophene frameworks (pinpoint-fluorinated naphtho[b]thiophenes). The cyclization of less nucleophilic 2-substituted thiophenes was effectively promoted by the addition of a CuOTf complex. Cyclization was also conducted in a tandem process, which facilitated the rapid synthesis of higher-order pinpoint-fluorinated PAHs (polycyclic aromatic hydrocarbons) bearing thiophene rings. Furthermore, cyclization was applied to the corresponding furan systems, which led to pinpoint-fluorinated naphtho[b]furans.

Modular synthesis of naphthothiophenes by Pd-catalyzed tandem direct arylation/Suzuki coupling

A short and highly modular three-step synthesis of a new class of substituted naphthothiophenes has been developed exploiting a Pd-catalyzed tandem direct arylation/Suzuki coupling transformation as the key step.

A general and efficient synthesis of substituted fluorenes and heterocycle-fused indenes containing thiophene or indole rings utilizing a Suzuki-Miyaura coupling and acid-catalyzed Friedel-Crafts reactions as key steps

A general and efficient synthesis of fluorenes or heterocycle-fused indenes including 3-thia-cyclopenta[a]indenes, 9-thia-indeno[1,2-a]indenes, 5,6-dihydroindeno[2,1-b]indoles has been developed. This methodology is realized by a multistep protocol involv

ALKOXYPHENYLPROPANOIC ACID DERIVATIVES

The present invention aims at provision of a novel compound having a GPR40 receptor function modulating action, which is useful as an insulin secretagogue, an agent for the prophylaxis or treatment of diabetes and the like. The compound represented by the formula: wherein each symbol is as defined in the description, a salt thereof, and a prodrug thereof of the present invention unexpectedly have a superior GPR40 receptor agonistic activity and superior properties as pharmaceutical products such as stability and the like, and can be safe and useful pharmaceutical agents as agents for the prophylaxis or treatment of GPR40 receptor-related pathology or diseases in mammals.