Month: April 2022

The reaction of an aromatic heterocycle with a proton is called a protonation. One of articles about this theory is 《Rh(III)-Catalyzed Carbocyclization of 3-(Indolin-1-yl)-3-oxopropanenitriles with Alkynes and Alkenes through C-H Activation》. Authors are Zhou, Tao; Wang, Yanwei; Li, Bin; Wang, Baiquan.The article about the compound:5-Fluoroindolinecas:2343-22-8,SMILESS:FC1=CC2=C(NCC2)C=C1).Recommanded Product: 2343-22-8. Through the article, more information about this compound (cas:2343-22-8) is conveyed.

Rh(III)-catalyzed carbocyclization reactions of 3-(indolin-1-yl)-3-oxopropanenitriles with alkynes and alkenes have been developed to form 1,7-fused indolines through C-H activation. These reactions have a broad range of substrates and high yields. Unsym. aryl-alkyl substituted alkynes proceeded smoothly with high regioselectivity. Electron-rich alkynes could undergo further oxidative coupling reaction to form polycyclic compounds For alkenes, 1,2-dihydro-4H-pyrrolo[3,2,1-ij]quinolin-4-ones were formed via C(sp2)-H bond alkenylation and C(sp2)-H, C(sp3)-H oxidative coupling reactions.

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

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,
Piperazines – an overview | ScienceDirect Topics

Jara, Yoselin; Araujo, Mary Lorena; Madden, Waleska; Lubes, Vito; Hernandez, Lino published the article 《Ternary complex formation of the nickel(II), 2,2′-bipyridine, 1,10′-Phenanthroline and some aminoacids》. Keywords: nickel bipyridine phenanthroline amino acid ternary complex formation speciation.They researched the compound: 1,10-Phenanthroline( cas:66-71-7 ).Electric Literature of C12H8N2. 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:66-71-7) here.

In this work we report the results of a speciation study on the ternary complexes present in the ternary Ni(II)-1,10 phenanthroline (Phen)-amino acids and Ni(II)-2,2-bipyridine (Bipy)-amino acids, with amino acids = aspartic acid (H2Asp), glutamic acid (H2Glu), histidine (H2His) and cysteine (H2Cys). The anal. involved the use of potentiometric data in 1 M NaCl aqueous solution at 25°C and a least-squares method (LETAGROP). The relative stability of the ternary complexes were compared with the corresponding binary complexes. The concentration distribution of various species formed in aqueous solution were evaluated as a function of pH. The binary complexes in the Ni(II) – Phe and Ni(II) – Bipy systems in 1 M NaCl aqueous solution at 25°C were also studied.

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

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

Chen, Qing-An; Chen, Zhiwei; Dong, Vy M. published an article about the compound: 5-Fluoroindoline( cas:2343-22-8,SMILESS:FC1=CC2=C(NCC2)C=C1 ).HPLC of Formula: 2343-22-8. 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:2343-22-8) through the article.

The hydroamination of internal alkynes via tandem rhodium catalysis gives branched N-allylic indolines with high regio- and enantioselectivity. An acid switch provides access to the linear isomer in preference to the branched isomer by an isomerization mechanism. Mechanistic studies suggest formation of an allene intermediate, which undergoes hydroamination to generate allylic amines instead of the enamine or imine products typically observed in alkyne hydroaminations.

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

Electric Literature of C9H7NO3. The fused heterocycle is formed by combining a benzene ring with a single heterocycle, or two or more single heterocycles. Compound: 6-Acetylbenzo[d]oxazol-2(3H)-one, is researched, Molecular C9H7NO3, CAS is 54903-09-2, about Carboline and phenothiazine derivatives as potent SIGMA-1 protein ligands. Author is Donnier-Marechal, Marion; Larchanche, Paul-Emmanuel; Le Broc, Delphine; Furman, Christophe; Carato, Pascal; Melnyk, Patricia.

Sigma 1 receptors are associated with neurodegenerative and psychiatric disorders. These receptors, via their chaperoning functions that counteract endoplasmic reticulum stress and block neurodegeneration, may serve as a target for a new generation of antidepressants or neuroprotective agents. The involvement of these receptors has also been observed in neuropathic pain and cancer. Only a few ligands, such as Igmesine and Anavex 2-73, have been involved in clin. trials. Thus the development of sigma 1 ligands is of interest to a new generation of drugs. Previous work in the laboratory underlined the potency of benzannulated bicyclic compounds as interesting ligands. Herein the work was extended to a series of novel tricyclic compounds Carboline and phenothiazine derivatives were designed and synthesized. In vitro competition binding assays for sigma 1 and 2 receptors showed that most of them have high affinity for sigma 1 receptor (Ki = 2.5-18 nM), and selectivity toward sigma 2 receptor, without cytotoxic effects on SY5Y cells.

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

Reference of 2-Bromopriopionaldehydediethylacetal. Aromatic compounds can be divided into two categories: single heterocycles and fused heterocycles. Compound: 2-Bromopriopionaldehydediethylacetal, is researched, Molecular C7H15BrO2, CAS is 3400-55-3, about Structural alterations that differentially affect the mutagenic and antitrichomonal activities of 5-nitroimidazoles. Author is Walsh, John S.; Wang, Regina; Bagan, Edward; Wang, C. C.; Wislocki, Peter; Miwa, Gerald T..

Two approaches have been used to develop nonmutagenic 5-nitroimidazoles, both of which are based on knowledge of the likely mechanisms by which this class of compounds cause mutagenicity. The first approach involves incorporating readily oxidizable gallate derivatives into the mol. In one case, a very weakly mutagenic active antitrichomonal agent was obtained. The second approach involved incorporating a substituent at the C-4 position of the ring. This generally resulted in a large reduction in mutagenicity and a lowering of antitrichomonal activity in vitro. In certain cases, however, mutagenicity was dramatically reduced while moderate antitrichomonal activity was retained. For example, 1,2-dimethyl-4-(2-hydroxyethyl)-5-nitroimidazole (I) showed good antitrichomonal activity in vitro (ED50 = 2 μg/kg) while possessing only 4% of the mutagenicity of metronidazole.

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

Computed Properties of C8H8FN. Aromatic heterocyclic compounds can also be classified according to the number of heteroatoms contained in the heterocycle: single heteroatom, two heteroatoms, three heteroatoms and four heteroatoms. Compound: 5-Fluoroindoline, is researched, Molecular C8H8FN, CAS is 2343-22-8, about 5-Hydroxytryptamine (5-HT3) receptor antagonists. 2. 1-Indolinecarboxamides. Author is Bermudez, Jose; Dabbs, Steven; Joiner, Karen A.; King, Frank D..

Indazole I is a potent and selective 5-HT3 receptor antagonist. A novel series of potent 5-HT3 receptor antagonists, 1-indoline- and 1-indolecarboxamides II [R = H , F, Cl, MeO, O2N; R1 = H, Me, Et, Ph; R2 = H, Me; R1R2 = (CH2)2, (CH2)4, (CH2)5; R3 = H, Me; n = 2,3] and III (R1 = H, Me, Et, Ph), resp., is described. The activity of II suggests that aromaticity of the 5-membered ring is not an essential requirement for potency provided that an in plane orientation of the CO group is favored. On the basis of this hypothesis indene IV was prepared In IV the in plane orientation of the CO group is maintained by conjugation with the aromatic ring through the sp2-hybridized C. IV is also a potent 5-HT3 receptor antagonist.

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

Safety of 5-Fluoroindoline. The fused heterocycle is formed by combining a benzene ring with a single heterocycle, or two or more single heterocycles. Compound: 5-Fluoroindoline, is researched, Molecular C8H8FN, CAS is 2343-22-8, about The use of IR studies to investigate substituent effects: geometry changes in substituted anilines. Author is Butt, G. L.; Topsom, R. D..

The frequencies and intensities of the νNH mode of p-XC6H4NHMe (X = NMe2, OMe, F, Cl, Me, H, CO2Me, CN, NO2) were recorded. The frequencies followed σ values whereas the intensities correlated with σ- values, as a result of changing geometry in the mols. Results for 5-substituted indolines supported this explanation.

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