56421-72-8

Usage

InChI:InChI=1/C8H6N2S/c1-2-8(11-5-1)7-6-9-3-4-10-7/h1-6H

Upstream product

• 290-37-9 1,4-pyrazine 
• 2786-07-4 2-thienyl lithium 
• 14508-49-7 2-chloropyrazin 
• 6165-68-0 thiophene boronic acid 
• 56423-63-3 2-bromopyrazine 
• 54663-78-4 tributyl(thien-2-yl)stannane 
• 32111-21-0 2-iodopyrazine 
• 88-15-3 2-Acetylthiophene 
• 17984-89-3 triethoxy(thiophen-2-yl)silane 
• 107697-83-6 2-(phenylsulfanyl)pyrazine 
• 51445-63-7 oxo-thiophen-2-yl-acetaldehyde 
• 107-15-3 ethylenediamine 

Downstream Products

• 85803-49-2 2-(thien-2-yl)-piperazine 

Relevant academic research and scientific papers

ANTAGONISTS OF GPR39 PROTEIN

Novel compounds that act as antagonists to human GPR39 protein are disclosed. Pharmaceutical compositions and methods of use for antagonists to human GPR39 protein are disclosed. In particular, methods of using the antagonists in the treatment of diseases or conditions including cardiovascular conditions, endocrine system and hormone disorders, cancer disorders, metabolic diseases, gastrointestinal and liver diseases, hematological disorders, neurological disorders and respiratory diseases are disclosed herein.

Triptycene ring metal palladium compound and application thereof

The invention discloses a triptycene cyclometalated palladium compound and an application thereof. The triptycene cyclometalated palladium compound has the following general formula, wherein three RAscan be the same or different and are respectively and independently expressed as R1-(Z1-A1-Z2)x-,wherein the three RBs can be the same or different and are respectively and independently expressed asR2-(Z3-A2-Z4)y-, the two RCs may be the same or different, each independently expressed as R3-(Z5-A3-Z6)z-. The triptycene cyclometalated palladium compound provided by the invention has a triptycenelarge-steric-hindrance group, and can stabilize a zero-valent palladium intermediate in a catalytic cycle, so that the catalytic efficiency is improved, the use amount of a catalyst can be reduced tobe less than ten thousandth, and the compound is simple in synthesis step, high in yield, relatively low in cost and suitable for various substrates, and the method has an important application valuefor researching the progress and application of the coupling reaction.

Synthesis and characterization of linear 1,4-diazine-triphenylamine–based selective chemosensors for recognition of nitroaromatic compounds and aliphatic amines

Novel 1,4-diazine-based dyes of the D–π–A type, possessing triphenylamine as an electron-donating group, have been developed. Fluorescence studies have demonstrated that emission of these fluorophores is sensitive towards different nitroaromatic compounds and aliphatic amines, both in solutions and in a vapor phase. Moreover, these compounds can be considered as “naked-eye” fluorescent probes for solution polarity because they possess pronounced solvatochromic properties. Therefore, these compounds have to be regarded as potential multifunctional chemosensors for monitoring hazardous organic substances.

The Highly Efficient Suzuki–Miyaura Cross-Coupling of (Hetero)aryl Chlorides and (Hetero)arylboronic Acids Catalyzed by “Bulky-yet-Flexible” Palladium–PEPPSI Complexes in Air

A series of Pd–PEPPSI complexes were designed and synthesized. The relationship between catalyst structure and properties was systematically investigated. It was revealed that “bulky-yet-flexible” C3 bearing ancenaphthyl backbone was a highly efficient precatalyst and could be successfully employed in Suzuki–Miyaura reactions of (hetero)aryl chlorides with (hetero)arylboronic acids at a low palladium loading in the presence of a weak inorganic base in air.

A general catalyst for Suzuki-Miyaura and Sonogashira reactions of aryl and heteroaryl chlorides in water

We report the synthesis of 2-(3-sulfonatomesityl)-5-sulfonatoindenyl) dicyclohexylphosphine hydrate sodium salt and its use in palladium-catalyzed Suzuki-Miyaura and Sonogashira coupling reactions in water (and biphasic water-organic solvent mixtures) to prepare a variety of functionalized biaryls and aryl alkynes in excellent yield. This journal is the Partner Organisations 2014.

Iodine-mediated oxidative annulation for one-pot synthesis of pyrazines and quinoxalines using a multipathway coupled domino strategy

An efficient iodine-mediated oxidative annulation of aryl acetylenes-arylethenes-aromatic ketones with 1,2-diamines for the synthesis of pyrazines and regioselective synthesis of quinoxalines is presented. A multipathway coupled domino approach has been developed for the one-pot synthesis of 1,4-diazines with high functional group compatibility.

Copper-catalyzed Hiyama coupling of (hetero)aryltriethoxysilanes with (hetero)aryl iodides

A CuI-catalyzed Hiyama coupling was achieved, which proceeds in the absence of an ancillary ligand for aryl-heteroaryl and heteroaryl-heteroaryl couplings. A P,N-ligand is required to obtain the best product yields for aryl-aryl couplings. In addition to facilitating transmetalation, CsF is also found to function as a stabilizer of the [CuAr] species, potentially generated as an intermediate after transmetalation of aryltriethoxysilanes with Cu I-catalysts in the absence of ancillary ligands.

Dual effect of halides in the stille reaction: In situ halide metathesis and catalyst stabilization

Halide anions can increase or decrease the transmetallation rate of the Stille reaction through in situ halide metathesis. Although the influence of the halogen present in oxidative addition complexes on the transmetallation rate with organostannanes was already known, the application of in situ halide metathesis to accelerate cross-coupling reactions with organometallic reagents is not described in the literature yet. In addition a second unprecedented role of halides was discovered. Halide anions stabilize the [Pd0(L) 2] catalyst in Stille reactions, by means of [Pd0X(L) 2]? formation (X=Cl, I), hereby preventing its leaching from the catalytic cycle. Both arene (iodobenzene) and azaheteroarene (2-halopyridine, halopyrazine, 2-halopyrimidine) substrates were used.

An efficient low-temperature stille-migita cross-coupling reaction for heteroaromatic compounds by Pd-PEPPSI-IPent

The reactivity of Pd-PEPPSI (Pyridine, Enhanced, Precatalyst, Preparation, Stabilization, and Initiation) precatalysts in the Stille-Migita crosscoupling reaction between heteroaryl stannanes and aryl or heteroaryl halides was evaluated. In general, PdPEPPSI-IPent (IPent = diisopentylphenylimidazolium derivative) demonstrated high efficiency over a variety of challenging aryl or heteroaryl halides with thiophene-, furan-, pyrrole-, and thiazole-based organostannanes when compared with Pd-PEPPSI-IPr (IPr = diisopropylphenylimidazolium derivative). The transformations proceeded at appreciably lower temperatures (3080°C) than triarylphosphine-based Pd catalysts, improving the scope of this useful carbon-carbon bond-forming process.

Mild and ligand-free palladium-catalyzed cross-couplings between aryl halides and arylboronic acids for the synthesis of biaryls and heterocycle-containing biaryls

Ligand-free palladium-catalyzed Suzuki-Miyaura cross-couplings between aryl halides and arylboronic acids performed at room temperature are presented. It was found that both solvent and base had a fundamental influence on the reaction, and the most effective system in terms of yield and rate was observed to be the combination of Pd(OAc)2 with MeONa and alcohols. In the presence of Pd(OAc)2 and MeONa, a variety of aryl halides reacted very rapidly with arylboronic acids in good to excellent yields at room ternperature in EtOH as the solvent. Moreover, the Pd(OAc)2/MeONa catalytic system could also be applied in couplings between heteroaryl halides and arylboronic acids to provide satisfactory results in MeOH as the solvent after prolonged reaction times. It is noteworthy that the reactions were conducted under mild, aerobic, and ligand-free conditions. Wiley-VCH Verlag GmbH & Co. KGaA, 2007.