Tag: M.W:200-300

Jalon, Felix A.; Otero, Antonio; Rodriguez, Ana published an article about the compound: Potassiumtris(1-pyrazolyl)borohydride( cas:18583-60-3,SMILESS:[BH-](N1N=CC=C1)(N2N=CC=C2)N3N=CC=C3.[K+] ).Quality Control of Potassiumtris(1-pyrazolyl)borohydride. Aromatic heterocyclic compounds can be classified according to the number of heteroatoms or the size of the ring. The authors also want to convey more information about this compound (cas:18583-60-3) through the article.

The reaction of polymeric [{RuCl2(cod)}n] (cod = cycloocta-1,5-diene) with K tris(pyrazol-1-yl)borate, KHB(pz)3, in refluxing THF leads to [Ru{HB(pz)3}Cl(cod)] (1), and the pyrazole-containing [RuCl2(Hpz)2(cod)] (2) which arises from thermolysis of pyrazolylborate. Reaction of [RuCl2(tht)4] (tht = tetrahydrothiophene) with the same salt at room temperature affords a mixture of [Ru{HB(pz)3}Cl(tht)2] (3) and [Ru{HB(pz)3}2(tht)2] (4), which were efficiently isolated. The product ratio of this process greatly depends on the reaction conditions. [Ru{HB(pz)3}2] (5) forms by transformation of 4 in CHCl3 solution, a reaction which is slow but complete in one week. [RuClH(bpzm)(cod)] [bpzm = bis(pyrazol-1-yl)methane] reacts with KHB(pz)3 to give [Ru{HB(pz)3}H(cod)] as the only Ru product. Nuclear Overhauser enhancement (NOE) measurements were used as a valuable method for the assignment of the H3 and H5 resonances of the pyrazolyl groups. Heteronuclear 1H-13C correlation (COSY) experiments were recorded to determine the assignment of the C3 and C5 carbons of the pz groups.

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Reference:
Piperazine – Wikipedia,
Piperazines – an overview | ScienceDirect Topics

Electric Literature of C7H6BrI. Aromatic compounds can be divided into two categories: single heterocycles and fused heterocycles. Compound: 1-(Bromomethyl)-4-iodobenzene, is researched, Molecular C7H6BrI, CAS is 16004-15-2, about Broadly Applicable Directed Catalytic Reductive Difunctionalization of Alkenyl Carbonyl Compounds. Author is Yang, Tao; Chen, Xianxiao; Rao, Weidong; Koh, Ming Joo.

Catalytic alkene difuntionalization is a convenient platform for introducing complexity in mols. and has wide applications in organic synthesis. Yet a compelling challenge that remains to be solved is the regioselective insertion of two highly functionalized carbon-based moieties, derived from stable and readily available organohalide electrophiles without the need for pre-synthesized organometallic reagents, across C=C bonds in unactivated alkyl-substituted alkenes. That catalytic amounts of an inexpensive Ni-based catalyst, in combination with a readily recyclable 8-aminoquinoline directing group, promotes efficient and site-selective addition of two different organohalides (iodides and bromides) across aliphatic alkenes under mild reductive conditions. Compared to previous studies, this protocol exhibits broad and complementary functional group tolerance that extends to aryl-alkylation, alkenyl-alkylation, and dialkylation transformations. The utility of the strategy is demonstrated through concise synthesis of biol. active mols. Kinetic studies and other control experiments shed further light on the mechanistic underpinnings of the multicomponent reaction.

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Piperazine – Wikipedia,
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In organic chemistry, atoms other than carbon and hydrogen are generally referred to as heteroatoms. The most common heteroatoms are nitrogen, oxygen and sulfur. Now I present to you an article called Lewis acid-assisted Ir(III) reductive elimination enables construction of seven-membered-ring sulfoxides, published in 2020, which mentions a compound: 16004-15-2, mainly applied to dihydrodibenzothiepine oxide preparation chemoselective regioselective density functional theory; aralkyl sulfoxide oxidative reductive elimination Lewis acid iridium catalyst, Application In Synthesis of 1-(Bromomethyl)-4-iodobenzene.

Iridium has played an important role in the evolution of C-H activation chem. over the last half century owing to its high reactivity towards stoichiometric C-H bond cleavage; however, the use of Ir(III) complexes in catalytic C-H functionalization/C-C bond formation appears to have fallen off significantly. The main problem lies in the reductive elimination step, as iridium has a tendency to form stable and catalytically inactive Ir(III) species. Herein, with a rationally designed Lewis acid assisted oxidatively induced strategy, the sluggish Ir(III) reductive elimination is successfully facilitated, enabling the facile C-C bond formation. The X-ray crystal structure of a silver salt adduct of iridacycle and DFT calculations demonstrate that the sulfoxide group acts as a key bridge connecting the Ir(III) metal center with the silver Lewis acid, which facilitates the reductive elimination of the Ir(III) metallacycle. Further identification of oxidants was carried out by performing stoichiometric reactions, which enables the development of catalytic construction of various highly functionalized seven-membered-ring sulfoxides e.g., 5,7-dihydrodibenzo[c,e]thiepine 6-oxide, that are of great interest in medicinal chem. and materials science.

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Reference:
Piperazine – Wikipedia,
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The three-dimensional configuration of the ester heterocycle is basically the same as that of the carbocycle. Compound: 1-(Bromomethyl)-4-iodobenzene(SMILESS: IC1=CC=C(CBr)C=C1,cas:16004-15-2) is researched.Recommanded Product: 2343-22-8. The article 《Sterically enhanced 2-iminopyridylpalladium chlorides as recyclable ppm-palladium catalyst for Suzuki-Miyaura coupling in aqueous solution》 in relation to this compound, is published in Applied Organometallic Chemistry. Let’s take a look at the latest research on this compound (cas:16004-15-2).

Sterically hindered 2-iminopyridine derivatives and their palladium chlorides complexes were designed and prepared, which efficiently promoted the Suzuki-Miyaura coupling (SMC) reaction in aqueous solution Besides the good to excellent yields and broad substrate scope, these catalysts could be reused for at least four new batches of the substrates. Spontaneous separation of coupling products RR1 [R = Ph, 4-BrC6H4, 1-naphthyl, etc.; R1 = Ph, 4-NCC6H4, 1-naphthyl, 4-PhCH2OC6H4, 9-anthryl] in the aqueous reaction medium was the addnl. striking feature of this catalytic process. Furthermore, catalytic performance of palladium complexes bearing the azo-bridged Ph groups was greatly influenced by the UV irradiation due to the cis/trans photoisomerization of azo unit of the catalysts. In conclusion, titled palladium complexes provided a green, sustainable, cost-effective and convenient process to synthesize SMC products at multi-gram-scale reaction.

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Piperazine – Wikipedia,
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The chemical properties of alicyclic heterocycles are similar to those of the corresponding chain compounds. Compound: Potassiumtris(1-pyrazolyl)borohydride, is researched, Molecular C9H10BKN6, CAS is 18583-60-3, about Enantiocontrolled [5 + 2] Cycloaddition to η3-Pyranylmolybdenum π-Complexes. Synthesis of Substituted Oxabicyclo[3.2.1]octenes of High Enantiopurity, the main research direction is crystal structure oxabicyclooctene molybdenum oxabicyclooctenyl complex; mol structure oxabicyclooctene molybdenum oxabicyclooctenyl complex; enantiocontrolled cycloaddition alkene pyranyl molybdenum pi complex; oxabicyclooctene stereoselective synthesis; demetalation molybdenum oxabicyclooctenyl complex.Category: piperazines.

A novel molybdenum-mediated [5 + 2] cycloaddition reaction is reported. The reactions proceed in good to excellent yields and give products with high enantiomeric excesses, complete regioselectivities, and moderate to excellent exo/endo selectivities. A stepwise mechanism for the cycloaddition reaction was established, and three general demetalation protocols (protodemetalation, iododemetalation, oxidative demetalation) were developed to furnish a large variety of substituted oxabicyclo[3.2.1]octene rings. The crystal and mol. structures of I and II were determined by x-ray crystallog.

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Reference:
Piperazine – Wikipedia,
Piperazines – an overview | ScienceDirect Topics

The chemical properties of alicyclic heterocycles are similar to those of the corresponding chain compounds. Compound: 2-Bromopriopionaldehydediethylacetal, is researched, Molecular C7H15BrO2, CAS is 3400-55-3, about Convenient method for the synthesis of 2-(1-alkenyl)-2-cyclopentenones, the main research direction is cyclopentenone alkenyl; bromo acetal addition enol; silyl enol ether addition.Safety of 2-Bromopriopionaldehydediethylacetal.

Treatment of α-bromo acetals, BrCRR1CR2(OR3)2 [R = H, Me; R1 = H, Me, Et, Bu; R2 = H; or R1R2 = (CH2)4; R3 = Me, Et], with TiCl4 and then with silyl enol ether I (in CH2Cl2 dropwise at -78° under argon) gave β-alkoxy-γ-bromo ketones which were heated first in PhMe-P-MeC6H4SO3H and then DMF-Et3V to give the title cyclopentenones II. Brominated derivatives were also formed in some cases by addition of HBr (eliminated in the reactions) to the double bonds of II.

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Piperazine – Wikipedia,
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Most of the natural products isolated at present are heterocyclic compounds, so heterocyclic compounds occupy an important position in the research of organic chemistry. A compound: 16004-15-2, is researched, SMILESS is IC1=CC=C(CBr)C=C1, Molecular C7H6BrIJournal, Article, European Journal of Medicinal Chemistry called Targeting nuclear protein TDP-43 by cell division cycle kinase 7 inhibitors: A new therapeutic approach for amyotrophic lateral sclerosis, Author is Rojas-Prats, Elisa; Martinez-Gonzalez, Loreto; Gonzalo-Consuegra, Claudia; Liachko, Nicole F.; Perez, Concepcion; Ramirez, David; Kraemer, Brian C.; Martin-Requero, Angeles; Perez, Daniel I.; Gil, Carmen; de Lago, Eva; Martinez, Ana, the main research direction is cdc7 inhibitor TDP43 ALS FTLD drug discovery; ALS; CDC7 inhibitors; Drug discovery; FTLD; TDP-43.Recommanded Product: 16004-15-2.

Amyotrophic lateral sclerosis (ALS) is a fatal neurodegenerative disease with no known cure. Aggregates of the nuclear protein TDP-43 have been recognized as a hallmark of proteinopathy in both familial and sporadic cases of ALS. Post-translational modifications of this protein, include hyperphosphorylation, cause disruption of TDP-43 homeostasis and as a consequence, promotion of its neurotoxicity. Among the kinases involved in these changes, cell division cycle kinase 7 (CDC7) plays an important role by directly phosphorylating TDP-43. In the present manuscript the discovery, synthesis, and optimization of a new family of selective and ATP-competitive CDC7 inhibitors based on 6-mercaptopurine scaffold are described. Moreover, we demonstrate the ability of these inhibitors to reduce TDP-43 phosphorylation in both cell cultures and transgenic animal models such as C. elegans and Prp-hTDP43 (A315T) mice. Altogether, the compounds described here may be useful as versatile tools to explore the role of CDC7 in TDP-43 phosphorylation and also as new drug candidates for the future development of ALS therapies.

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Piperazine – Wikipedia,
Piperazines – an overview | ScienceDirect Topics

In general, if the atoms that make up the ring contain heteroatoms, such rings become heterocycles, and organic compounds containing heterocycles are called heterocyclic compounds. An article called Insulin-like model complexes: Synthesis, spectra characterization and crystal structure of two novel oxovanadium complexes with poly(pyrazolyl)borate ligands VO(HB(pz)3)(H2B(pz)2) and VO(B(pz)4)2, published in 2007-08-06, which mentions a compound: 18583-60-3, Name is Potassiumtris(1-pyrazolyl)borohydride, Molecular C9H10BKN6, Category: piperazines.

Two new oxovanadium(IV) complexes, VO(HB(pz)3)(H2B(pz)2) (1) and VO(B(pz)4)2 (2), were obtained by the reaction of oxovanadium sulfate with the corresponding poly(pyrazolyl)borate ligands KHB(pz)3, KH2B(pz)2 and KB(pz)4, resp. The two complexes were characterized by elemental analyses, IR, UV-visible and x-ray diffraction. Complex 1 crystallizes in the orthorhombic space group, Pca21. Complex 2 crystallizes in the orthorhombic space group, Pna21. In both complexes, five nitrogen atoms and one oxygen atom coordinate to the vanadium atom, forming a distorted octahedral geometry (VON5). Related spectra characterization, hydrogen-binding properties, structural configuration and quantum chem. calculations are also discussed.

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Computed Properties of C9H10BKN6. Aromatic compounds can be divided into two categories: single heterocycles and fused heterocycles. Compound: Potassiumtris(1-pyrazolyl)borohydride, is researched, Molecular C9H10BKN6, CAS is 18583-60-3, about Synthesis, Characterization, and Near-Infrared Photoluminescence of Novel Neodymium(III) Complexes. Author is He, Hongshan; Wong, Wai-Kwok; Guo, Jianping; Li, King-Fai; Wong, Wai-Yeung; Lo, Wing-Kit; Cheah, Kok-Wai.

Monoporphyrinate neodymium(III) complexes, Nd(Por)(TpH) (H2Por = 5,10,15,20-tetra-R-phenylporphyrin, R = H, MeO, Me, Cl, F), stabilized by the anionic tripodal ligand hydridotris(pyrazol-1-yl)borate (TpH) were prepared and characterized. These complexes were characterized by elemental anal. and spectroscopy. The structure of the chloro complex was determined by single-crystal x-ray diffraction. The complex crystallized in the monoclinic space group P21/c, with a 13.7347(11), b 27.156(2), c 15.5397(13) Å, β 114.1490(10)°. The neodymium(III) ion is coordinated by four nitrogen atoms from the porphyrinate dianion and three nitrogen atoms from the anionic tripodal ligand. Photoluminescence studies showed that the porphyrinate dianion absorbed light and transferred energy to the Nd3+ center, a process which then allowed the metal ion to emit efficiently at 885, 900, and 1071 nm. The effects of the substituent and the solvent on emission efficiency were also studied.

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Zhang, Jianbo; Chang, Sukbok published the article 《cine-Silylative Ring-Opening of α-Methyl Azacycles Enabled by the Silylium-Induced C-N Bond Cleavage》. Keywords: cine silylative ring opening alpha methyl azacycle bond cleavage; borane catalyst DFT mechanism acyclic tertiary amine carbon nitrogen.They researched the compound: 1-(Bromomethyl)-4-iodobenzene( cas:16004-15-2 ).Product Details of 16004-15-2. Aromatic heterocyclic compounds can be divided into two categories: single heterocyclic and fused heterocyclic. In addition, there is a lot of other information about this compound (cas:16004-15-2) here.

Described herein is the development of a borane-catalyzed cine-silylative ring-opening of α-Me azacycles. This transformation involves four-step cascade processes: (i) exo-dehydrogenation of alicyclic amine, (ii) hydrosilylation of the resultant enamine, (iii) silylium-induced cis-β-amino elimination to open the ring skeleton, and (iv) hydrosilylation of the terminal olefin. The present borane catalysis also works efficiently for the C-N bond cleavage of acyclic tertiary amines. On the basis of exptl. and computational studies, the silicon atom was elucidated to play a pivotal role in the β-amino elimination step.

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Piperazine – Wikipedia,
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