223576-02-1

Upstream product

• 98437-23-1 benzo[b]thiophene-2-boronic acid 
• 6630-33-7 ortho-bromobenzaldehyde 
• 17763-67-6 Phenyl triflate 
• 1207-95-0 2-phenylbenzo[b]thiophene 
• 68-12-2 N,N-dimethyl-formamide 
• 95-15-8 Benzo[b]thiophene 
• 5394-13-8 2-bromo-1-benzothiophene 
• 40138-16-7 2-formylbenzene boronic acid 

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.).

Gold-Catalyzed Oxidation Terminal Alkyne: An Approach to Synthesize Substituted Dihydronaphthalen-2(1H)-ones and Phenanthrenols

A facile gold-catalyzed oxidation terminal alkynes to synthesize substituted dihydronaphthalen-2(1H)-ones 3 and phenanthrenols 5 was realized. Various useful structures and drug precursors were generated in up to 99% yield under mild condition and low catalyst loading.

Reactivity of benzofuran and benzothiophene in palladium-catalysed direct C2,C3-diarylations

The Pd-catalysed one pot direct diarylation of benzofuran and benzothiophene at both C2- and C3-positions was studied. In the presence of electron-deficient aryl bromides, the diarylation of benzofuran proceeded in good yields; whereas, with benzothiophene moderate yields were generally obtained, as the C3-position exhibits a poor reactivity. In order to obtain 2,3-diarylated benzothiophenes, its sequential arylation was examined. We found that the C3-arylation of benzothiophene followed by its C2-arylation provides a reliable methodology for the access to 2,3-diarylbenzothiophenes.

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.

General method for functionalized polyaryl synthesis via aryne intermediates

A method for base-promoted arylation of arenes and heterocycles by aryl halides and aryl triflates is described. Additionally, in situ electrophilic trapping of ArLi intermediates generated in the reaction of benzyne with deprotonated arenes or heterocycles has been developed, providing rapid and easy access to a wide range of highly functionalized polyaryls. Base-promoted arylation methodology complements transition-metal-catalyzed direct arylation and allows access to structures that are not easily accessible via other direct arylation methods. The reactions are highly functional-group tolerant, with alkene, ether, dimethylamino, trifluoromethyl, ester, cyano, halide, hydroxyl, and silyl functionalities compatible with reaction conditions.

Direct intramolecular arylation of aldehydes promoted by reaction with IPy2BF4/HBF4: Synthesis of benzocyclic ketones

(Chemical Equation Presented) Iodine helps: Aldehydes acylate arenes upon treatment at low temperature with IPy2BF4 and HBF 4. This reaction is exploited in a novel intramolecular approach to the preparation of benzocyclic ketones (see scheme). A plausible mechanistic rational is also given.

2-THIOPYRIMIDINONES AS THERAPEUTIC AGENTS

The present invention provides compounds of Formulas I-VII, or pharmaceutically acceptable derivatives thereof, wherein the compounds are as defined in the specification. These compounds are inhibitors of protein kinases, particularly inhibitors of MEKK p