Category: 1003-21-0

Sandfort, Frederik; Knecht, Tobias; Pinkert, Tobias; Daniliuc, Constantin G.; Glorius, Frank published the artcile< Site-Selective Thiolation of (Multi)halogenated Heteroarenes>, Quality Control of 1003-21-0, the main research area is heteroarene thiol site selective thiolation photochem iridium.

A general and simple strategy for the site-selective thiolation of various pharmaceutically relevant electron-rich heteroarenes with thiols is reported. This mild and reliable photocatalytic protocol enables C-S coupling at the most electron-rich position of the (multi)halogenated substrates, complementing established methodologies. Exptl. and computational studies suggest a radical chain mechanism with the key step being a homolytic aromatic substitution of the heteroaryl halide by an electrophilic thiyl radical, highlighting an underdeveloped reactivity mode.

Journal of the American Chemical Society published new progress about Free energy. 1003-21-0 belongs to class imidazoles-derivatives, and the molecular formula is C4H5BrN2, Quality Control of 1003-21-0.

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Schareina, Thomas; Zapf, Alexander; Cotte, Alain; Gotta, Matthias; Beller, Matthias published the artcile< An Improved Protocol for Palladium-Catalyzed Alkoxycarbonylations of Aryl Chlorides with Alkyl Formates>, Category: imidazoles-derivatives, the main research area is aryl heteroaryl halide alkyl formate alkoxycarbonylation palladium catalysis.

The palladium-catalyzed alkoxycarbonylation of aryl and heteroaryl halides using Bu formate has been investigated. In the presence of palladium(II) acetate/n-butylbis(1-adamantyl)phosphine (L1), and 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU) as base for the first time non-activated chloroarenes can be conveniently carbonylated in good yields.

Advanced Synthesis & Catalysis published new progress about Alkoxycarbonylation. 1003-21-0 belongs to class imidazoles-derivatives, and the molecular formula is C4H5BrN2, Category: imidazoles-derivatives.

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Barbay, J. Kent; Cummings, Maxwell D.; Abad, Marta; Castro, Glenda; Kreutter, Kevin D.; Kummer, David A.; Maharoof, Umar; Milligan, Cynthia; Nishimura, Rachel; Pierce, Joan; Schalk-Hihi, Celine; Spurlino, John; Tanis, Virginia M.; Urbanski, Maud; Venkatesan, Hariharan; Wang, Aihua; Woods, Craig; Wolin, Ronald; Xue, Xiaohua; Edwards, James P.; Fourie, Anne M.; Leonard, Kristi published the artcile< 6-Substituted quinolines as RORγt inverse agonists>, HPLC of Formula: 1003-21-0, the main research area is quinoline preparation RORt inverse agonist structure activity relationship; IL-17; RORγt; Retinoic acid-related orphan nuclear receptor gamma t; Th17.

We identified 6-substituted quinolines as modulators of the retinoic acid receptor-related orphan receptor gamma t (RORγt). The synthesis of this class of RORγt modulators is reported, and optimization of the substituents at the quinoline 6-position that produced compounds with high affinity for the receptor is detailed. This effort identified mols. that act as potent, full inverse agonists in a RORγt-driven cell-based reporter assay. The X-ray crystal structures of two full inverse agonists, I and II, from this chem. series bound to the RORγt ligand binding domain are disclosed, and we highlight the interaction of a hydrogen-bond acceptor on the 6-position substituent of the inverse agonist with Glu379:NH as a conserved binding contact.

Bioorganic & Medicinal Chemistry Letters published new progress about Hydrogen bond. 1003-21-0 belongs to class imidazoles-derivatives, and the molecular formula is C4H5BrN2, HPLC of Formula: 1003-21-0.

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Kunz, Peter C.; Wetzel, Corinna; Bongartz, Melanie; Noffke, Anna Louisa; Spingler, Bernhard published the artcile< Novel multitopic diphos-type ligands>, Computed Properties of 1003-21-0, the main research area is chlorophosphinoethane substitution reaction imidazole thiazole derivative; imidazolyl thiazolyl diphoshine ligand rhodium complex preparation crystal structure; mol structure imidazole thiazole derivative diphosphine ligand rhodium complex; hydrophilicity partition coefficient imidazolyl thiazolyl diphoshine ligand.

Seven novel imidazole and thiazole derivatives of diphos-type ligands are prepared They are of the general structure R2P(CH2)2PR2, where R is imidazol-2-yl (1), 1-methylimidazol-2-yl (2), 1-methylbenzimidazol-2-yl (3), 1-methylimidazol-5-yl (4), 2-isopropylimidazol-4(5)-yl (5), thiazol-2-yl (6), benzothiazol-2-yl (7), thiazol-4-yl (8) or thiazol-5-yl (9). Syntheses involved direct metalation or halogen-metal exchange reactions. E.g., nBuLi reacted with 1-methylbenzimidazole in toluene at -78° and bis(dichlorophosphino)ethane was added and stirred overnight to give 80% yield of bis(di-1-methylbenzimidazol-2-ylphosphino)ethane. Their solubility, especially in aqueous solution, is strongly dependent on the nature of the substituents as is their partition coefficient log D. The crystal structures of compounds 2, 3, 7 and 9 as well as the structure of the Rh complex [(2)2Rh2Cl2]Cl2 (10) were determined

Journal of Organometallic Chemistry published new progress about Coordinative substitution reaction. 1003-21-0 belongs to class imidazoles-derivatives, and the molecular formula is C4H5BrN2, Computed Properties of 1003-21-0.

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Guo, Pengfei; Zhang, Hao; Zhou, Jianguang; Gallou, Fabrice; Parmentier, Michael; Wang, Hui published the artcile< Micelle-Enabled Suzuki-Miyaura Cross-Coupling of Heteroaryl Boronate Esters>, Synthetic Route of 1003-21-0, the main research area is micelle catalyzed Suzuki heteroaryl boronic ester aryl heteroaryl halide; heterobiaryl synthesis.

We report a micellar protocol for Suzuki-Miyaura cross-coupling of heteroaryl boronic esters with aryl or heteroaryl halides. The micellar catalysis enables this coupling reaction to run under mild conditions, which avoids the decomposition of heteroaryl boronate esters and allows for high chemoselectivity for cross-coupling reaction with 6-chloropridine-2-boronic ester. The micellar protocol expands the scope of the cross-coupling reaction with challenging heteroaryl boronic esters and complements the existing cross-coupling methods for construction of heterobiaryl building blocks.

Journal of Organic Chemistry published new progress about Aryl bromides Role: RCT (Reactant), RACT (Reactant or Reagent). 1003-21-0 belongs to class imidazoles-derivatives, and the molecular formula is C4H5BrN2, Synthetic Route of 1003-21-0.

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Laviron, Etienne published the artcile< Polarographic and physicochemical studies of nitro, halo-, and carbonyl derivatives of imidazol>, Formula: C4H5BrN2, the main research area is .

The equilibrium between 2 forms of imidazole substituted in position 4 or 5 was investigated. In acidic solutions, the E1/2 values of 4-nitroimidazole (I) and 4-nitro-1-methylimidazole as well as their ultraviolet absorption spectra are identical, indicating that the form A of I predominates over B. The difference in E1/2 between I and 2-nitroimidazole is sufficient for analysis of their mixture The last of the 3 polarographic waves of 2,4,5-triiodoimidazole corresponds to the wave of 2-iodoimidazole, the iodine atom in position 2 being most difficultly reducible. The ratio of the concentrations of form A and B of 4-bromoimidazole is equal to the ratio of the ionization constants of 4-bromo-1-methylimidazole and 5-bromo-1-methylimidazole, viz., 35. Imidazole-4-carboxaldehyde in MeOH or EtOH formed a polarographically inactive hemiacetal.

Compt. Rend. published new progress about 1003-21-0. 1003-21-0 belongs to class imidazoles-derivatives, and the molecular formula is C4H5BrN2, Formula: C4H5BrN2.

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Danovich, D. K.; Turchaninov, V. K. published the artcile< Basicity of azoles. 2. Relationship with the energy of nonbonding electrons and reorganization energy of the π- and σ-electronic systems of the base upon ionization and protonation>, COA of Formula: C4H5BrN2, the main research area is azole ionization potential proton affinity; electron reorganization azole basicity.

Linear relationships between proton affinity (AM1) and ionization potential (Green’s function AM1 quantum-chem. method) were observed for series of imidazoles and pyrazoles and explained with a thermodn. cycle which took explicit account of the differences in electronic reorganization (relaxation) energy of the π- and σ-electronic systems of the azole cation and cation radical relative to the neutral mol.

Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya published new progress about Azoles Role: PRP (Properties). 1003-21-0 belongs to class imidazoles-derivatives, and the molecular formula is C4H5BrN2, COA of Formula: C4H5BrN2.

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Rheault, Tara R.; Donaldson, Kelly H.; Cheung, Mui published the artcile< Convenient synthesis of heteroaryl-linked benzimidazoles via microwave-assisted boronate ester formation>, Quality Control of 1003-21-0, the main research area is halobenzimidazole pinacolatoboron boration microwave; benzimidazolylboronate preparation Suzuki Miyaura cross coupling; benzimidazole heteroaryl preparation.

N-Substituted 5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-benzimidazoles were conveniently accessed via microwave-assisted synthesis. Subsequent Suzuki-Miyaura cross-coupling with heteroaryl halides proceeded to give a wide variety of heteroarylbenzimidazoles.

Tetrahedron Letters published new progress about Aryl halides Role: RCT (Reactant), RACT (Reactant or Reagent). 1003-21-0 belongs to class imidazoles-derivatives, and the molecular formula is C4H5BrN2, Quality Control of 1003-21-0.

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Begtrup, Mikael; Larsen, Peter published the artcile< Alkylation, acylation, and silyation of azoles>, Formula: C4H5BrN2, the main research area is azole alkylation solvent effect; acylation azole anion; silylation azole anion; methylation benzylation azole anion.

Performing alkylation, acylation, and silylation reactions in sep. deprotonation and nucleophilic displacement steps allows for better control of reaction conditions and facilitates problem handling in these processes. In the alkylation of azoles, the alkylating agents and solvents possess individual reaction capabilities which seem to be approx. additive. Monoalkylation occurs if the sum of the normalized reaction potentials is equal or larger than the pKa value of the azole. Dialkylation is avoided by keeping the sum of the normalized reaction potentials below the pKa value of the alkylazole. The applicability of these principles is demonstrated by the development of effective procedures for the methylation, benzylation, acetylation, methoxycarbonylation, and trimethylsilylation of azoles.

Acta Chemica Scandinavica published new progress about Acylation. 1003-21-0 belongs to class imidazoles-derivatives, and the molecular formula is C4H5BrN2, Formula: C4H5BrN2.

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

De Bie, D. A.; Van Der Plas, H. C.; Geurtsen, G. published the artcile< Didehydrohetarenes. XX. Reactions of 4- and 5-haloimidazoles with lithium piperidide in piperidine>, Recommanded Product: 5-Bromo-1-methyl-1H-imidazole, the main research area is halo imidazole lithium piperidide reaction.

On treatment of 5-halo-1-methyl-imidazole with lithium piperidide in piperidine, an addition-elimination reaction giving 1-methyl-5-piperidinoimidazole, transhalogenation giving 4-halo-1-methylimidazole and a meta substitution yielding the 1-methyl-2-piperidinoimidazole, were observed. No indication for the occurrence of a 4,5-didehydro-1-methylimidazole was obtained.

Recueil des Travaux Chimiques des Pays-Bas published new progress about 1003-21-0. 1003-21-0 belongs to class imidazoles-derivatives, and the molecular formula is C4H5BrN2, Recommanded Product: 5-Bromo-1-methyl-1H-imidazole.

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem