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Synthetic Route of C4H10Cl2NiO2. The fused heterocycle is formed by combining a benzene ring with a single heterocycle, or two or more single heterocycles. Compound: Nickel(II) chloride ethylene glycol dimethyl ether complex, is researched, Molecular C4H10Cl2NiO2, CAS is 29046-78-4, about Catalyst-controlled doubly enantioconvergent coupling of racemic alkyl nucleophiles and electrophiles. Author is Huo, Haohua; Gorsline, Bradley J.; Fu, Gregory C..

Stereochem. control in the construction of carbon-carbon bonds between an alkyl electrophile and an alkyl nucleophile is a persistent challenge in organic synthesis. Classical substitution reactions via SN1 and SN2 pathways are limited in their ability to generate carbon-carbon bonds (inadequate scope, due to side reactions such as rearrangements and eliminations) and to control stereochem. when beginning with readily available racemic starting materials (racemic products). Here, we report a chiral nickel catalyst that couples racemic electrophiles (propargylic halides) with racemic nucleophiles (β-zincated amides) to form carbon-carbon bonds in doubly stereoconvergent processes, affording a single stereoisomer of the product from two stereochem. mixtures of reactants.

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Reference:
Indole alkaloid derivatives as building blocks of natural products from Bacillus thuringiensis and Bacillus velezensis and their antibacterial and antifungal activity study,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

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Reference of Nickel(II) chloride ethylene glycol dimethyl ether complex. The mechanism of aromatic electrophilic substitution of aromatic heterocycles is consistent with that of benzene. Compound: Nickel(II) chloride ethylene glycol dimethyl ether complex, is researched, Molecular C4H10Cl2NiO2, CAS is 29046-78-4, about Development and Execution of a Ni(II)-Catalyzed Reductive Cross Coupling of Substituted 2-Chloropyridine and Ethyl 3-Chloropropanoate. Author is Nimmagadda, Sri Krishna; Korapati, Satish; Dasgupta, Debottam; Malik, Noormohamed Abdul; Vinodini, Arun; Gangu, Aravind S.; Kalidindi, Srinivas; Maity, Prantik; Bondigela, Siva Sankar; Venu, Alla; Gallagher, William P.; Aytar, Selin; Gonzalez-Bobes, Francisco; Vaidyanathan, Rajappa.

The development and scale up of a nickel-catalyzed reductive cross-electrophile coupling reaction between a substituted 2-chloropyridine and Et 3-chloropropanoate using manganese dust as the terminal reductant is reported. Several additives were screened for the activation of the manganese reductant in situ, and TESCl was found to provide the optimal conversion. A Focused Beam Reflectance Measurement (FBRM) probe was utilized to monitor particle attrition as well as manganese activation during the reaction. Modeling was employed to garner an understanding of mixing requirements that would ensure effective suspension of the manganese during scale-up. The process was successfully demonstrated on a 7 kg scale and afforded >60% yield of compound I.

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Reference:
Indole alkaloid derivatives as building blocks of natural products from Bacillus thuringiensis and Bacillus velezensis and their antibacterial and antifungal activity study,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

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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: 29046-78-4, is researched, SMILESS is COCCOC.Cl[Ni]Cl, Molecular C4H10Cl2NiO2Journal, Article, Dalton Transactions called Heterobimetallic complexes of IrM (M = FeII, CoII, and NiII) core and bridging 2-(diphenylphosphino)pyridine: electronic structure and electrochemical behavior, Author is Cherepakhin, Valeriy; Hellman, Ashley; Lan, Zhenzhuo; Mallikarjun Sharada, Shaama; Williams, Travis J., the main research direction is heterobimetallic transition metal diphenylphosphinopyridine complex preparation crystal structure; DFT heterobimetallic transition metal diphenylphosphinopyridine complex; cyclic voltammetry heterobimetallic transition metal diphenylphosphinopyridine complex.HPLC of Formula: 29046-78-4.

Three complexes based on an Ir-M (M = FeII, CoII, and NiII) heterobimetallic core and 2-(diphenylphosphino)pyridine (Ph2PPy) ligand were synthesized via the reaction of trans-[IrCl(CO)(Ph2PPy)2] and the corresponding metal chloride. Their structures were established by single-crystal x-ray diffraction as [Ir(CO)(μ-Cl)(μ-Ph2PPy)2FeCl2]·2CH2Cl2 (2), [IrCl(CO)(μ-Ph2PPy)2CoCl2]·2CH2Cl2 (3), and [Ir(CO)(μ-Cl)(μ-Ph2PPy)2NiCl2]·2CH2Cl2 (4). Time-dependent DFT computations suggest a donor-acceptor interaction between a filled 5dz2 orbital on iridium and an empty orbital on the first-row metal atom, which is supported by UV-visible studies. Magnetic moment measurements show that the first-row metals are in their high-spin electronic configurations. Cyclic voltammetry data show that all the complexes undergo irreversible decomposition upon either reduction or oxidation Reduction of 4 proceeds through an ECE mechanism. While these complexes are not stable to electrocatalysis conditions, the data presented here refine the authors’ understanding of the bonding synergies of the first-row and third-row metals.

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Reference:
Indole alkaloid derivatives as building blocks of natural products from Bacillus thuringiensis and Bacillus velezensis and their antibacterial and antifungal activity study,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

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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 Nickel-Catalyzed Regioselective Hydroalkylation and Hydroarylation of Alkenyl Boronic Esters, published in 2019, which mentions a compound: 29046-78-4, Name is Nickel(II) chloride ethylene glycol dimethyl ether complex, Molecular C4H10Cl2NiO2, Formula: C4H10Cl2NiO2.

Metal hydride catalyzed hydrocarbonation reactions of alkenes are an efficient approach to construct new C-C bonds from readily available alkenes. However, the regioselectivity of hydrocarbonation remains challenging to be controlled. In Ni hydride (NiH) catalyzed hydrocarbonation, linear selectivity is most often obtained because of the relative stability of the linear Ni-alkyl intermediate over its branched counterpart. Herein, the boronic pinacol ester (Bpin) group directs a Ni-catalyzed hydrocarbonation to occur at its adjacent C center, resulting in formal branch selectivity. Both alkyl and aryl halides can be used as electrophiles in this hydrocarbonation, providing access to a wide range of secondary alkyl Bpin derivatives, which are valuable building blocks in synthetic chem. The utility of the method is demonstrated by the late-stage functionalization of natural products and drug mols., the synthesis of an anticancer agent, and iterative syntheses.

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Reference:
Indole alkaloid derivatives as building blocks of natural products from Bacillus thuringiensis and Bacillus velezensis and their antibacterial and antifungal activity study,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

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Heterocyclic compounds can be divided into two categories: alicyclic heterocycles and aromatic heterocycles. Compounds whose heterocycles in the molecular skeleton cannot reflect aromaticity are called alicyclic heterocyclic compounds. Compound: 29046-78-4, is researched, Molecular C4H10Cl2NiO2, about Scalability of Visible-Light-Induced Nickel Negishi Reactions: A Combination of Flow Photochemistry, Use of Solid Reagents, and In-Line NMR Monitoring, the main research direction is arylmethane preparation; nickel catalyst photochem Negishi coupling benzylic bromide flow reaction; benzylzinc bromide formation observation inline NMR photochem Negishi coupling.Product Details of 29046-78-4.

Photochem. Negishi coupling reactions of benzylic bromides and an aryl bromide and iodide in the presence of NiCl2(glyme) and 4,4′-di-tert-butyl-2,2′-bipyridine using solid activated zinc as reductant were performed on multigram scale using a flow reactor; the benzylzinc bromide intermediates were generated using a column containing the solid activated zinc and their formation was monitored in line using a benchtop NMR spectrometer. Adjusting reaction times and concentrations was critical in maximizing product yield, while the changing the reactor type allowed a significant increase in scale.

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Reference:
Indole alkaloid derivatives as building blocks of natural products from Bacillus thuringiensis and Bacillus velezensis and their antibacterial and antifungal activity study,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

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Heterocyclic compounds can be divided into two categories: alicyclic heterocycles and aromatic heterocycles. Compounds whose heterocycles in the molecular skeleton cannot reflect aromaticity are called alicyclic heterocyclic compounds. Compound: 110-52-1, is researched, Molecular C4H8Br2, about Rongalite-induced transition-metal and hydride-free reductive aldol reaction: a rapid access to 3,3′-disubstituted oxindoles and its mechanistic studies, the main research direction is oxindole preparation; isatin rongalite transition metal hydride free reductive aldol reaction.Recommanded Product: 110-52-1.

A transition-metal and hydride-free reductive aldol reaction has been developed for the synthesis of biol. active 3,3′-disubstituted oxindoles from isatin derivatives using rongalite. In this protocol, rongalite plays a dual role as a hydride-free reducing agent and a C1 unit donor. This transition metal-free method enables the synthesis of a wide range of 3-hydroxy-3-hydroxymethyloxindoles and 3-amino-3-hydroxymethyloxindoles with 79-96% yields. One-pot reductive hydroxymethylation, inexpensive rongalite (ca. $0.03/1 g), mild reaction conditions and short reaction time are some of the key features of this synthetic method. This protocol is also applicable to gram scale synthesis.

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Reference:
Indole alkaloid derivatives as building blocks of natural products from Bacillus thuringiensis and Bacillus velezensis and their antibacterial and antifungal activity study,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

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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: 29046-78-4, is researched, SMILESS is COCCOC.Cl[Ni]Cl, Molecular C4H10Cl2NiO2Journal, Article, Research Support, Non-U.S. Gov’t, Organic Letters called Nickel-Catalyzed 1,2-Arylboration of Vinylarenes, Author is Wang, Wang; Ding, Chao; Pang, Hailiang; Yin, Guoyin, the main research direction is nickel catalyzed arylboration vinylarene aryl halide pinacolatodiboron; arylalkylborane preparation.Recommanded Product: Nickel(II) chloride ethylene glycol dimethyl ether complex.

A novel Ni-catalyzed 1,2-arylboration of vinylarenes is reported. A variety of 2-boryl-1,1-diarylalkanes, which constitute a class of significant pharmacophores, are efficiently prepared from readily available olefins and aryl halides in the presence of bis(pinacolato)diboron under mild reaction conditions. The success of this three-component cascade is mainly attributed to the redox-active N-based ligand. Also, this method exhibits good functional group tolerance and excellent chemo- and stereoselectivity.

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Reference:
Indole alkaloid derivatives as building blocks of natural products from Bacillus thuringiensis and Bacillus velezensis and their antibacterial and antifungal activity study,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

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Most of the compounds have physiologically active properties, and their biological properties are often attributed to the heteroatoms contained in their molecules, and most of these heteroatoms also appear in cyclic structures. A Journal, Article, ACS Catalysis called Enantioselective Electroreductive Coupling of Alkenyl and Benzyl Halides via Nickel Catalysis, Author is DeLano, Travis J.; Reisman, Sarah E., which mentions a compound: 29046-78-4, SMILESS is COCCOC.Cl[Ni]Cl, Molecular C4H10Cl2NiO2, Quality Control of Nickel(II) chloride ethylene glycol dimethyl ether complex.

An electrochem. driven enantioselective nickel-catalyzed reductive cross-coupling of alkenyl bromides and benzyl chlorides is reported. The reaction forms products bearing allylic stereogenic centers with good enantioselectivity under mild conditions in an undivided cell. Electrochem. activation and turnover of the catalyst mitigate issues posed by metal powder reductants. This report demonstrates that enantioselective Ni-catalyzed cross-electrophile couplings can be driven electrochem.

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Reference:
Indole alkaloid derivatives as building blocks of natural products from Bacillus thuringiensis and Bacillus velezensis and their antibacterial and antifungal activity study,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

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The preparation of ester heterocycles mostly uses heteroatoms as nucleophilic sites, which are achieved by intramolecular substitution or addition reactions. Compound: Nickel(II) chloride ethylene glycol dimethyl ether complex( cas:29046-78-4 ) is researched.Formula: C4H10Cl2NiO2.Pieber, Bartholomaeus; Malik, Jamal A.; Cavedon, Cristian; Gisbertz, Sebastian; Savateev, Aleksandr; Cruz, Daniel; Heil, Tobias; Zhang, Guigang; Seeberger, Peter H. published the article 《Semi-heterogeneous Dual Nickel/Photocatalysis using Carbon Nitrides: Esterification of Carboxylic Acids with Aryl Halides》 about this compound( cas:29046-78-4 ) in Angewandte Chemie, International Edition. Keywords: graphitic carbon nitride nickel photocatalytic esterification catalyst; carboxylic acid aryl halide graphitic carbon nitride nickel esterification; aryl carboxylic ester preparation; dual catalysis; graphitic carbon nitride; heterogeneous catalysis; metallaphotoredox; photocatalysis. Let’s learn more about this compound (cas:29046-78-4).

Cross-coupling reactions mediated by dual nickel/photocatalysis are synthetically attractive but rely mainly on expensive, non-recyclable noble-metal complexes as photocatalysts. Heterogeneous semiconductors, which are commonly used for artificial photosynthesis and wastewater treatment, are a sustainable alternative. Graphitic carbon nitrides, a class of metal-free polymers that can be easily prepared from bulk chems., are heterogeneous semiconductors with high potential for photocatalytic organic transformations. Here, we demonstrate that graphitic carbon nitrides in combination with nickel catalysis can induce selective C-O cross-couplings of carboxylic acids with aryl halides, yielding the resp. aryl esters in excellent yield and selectivity. The heterogeneous organic photocatalyst exhibits a broad substrate scope, is able to harvest green light, and can be recycled multiple times. In situ FTIR was used to track the reaction progress to study this transformation at different irradiation wavelengths and reaction scales.

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Reference:
Indole alkaloid derivatives as building blocks of natural products from Bacillus thuringiensis and Bacillus velezensis and their antibacterial and antifungal activity study,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

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Mazaud, Louis; Tricoire, Maxime; Bourcier, Sophie; Cordier, Marie; Gandon, Vincent; Auffrant, Audrey published an article about the compound: Nickel(II) chloride ethylene glycol dimethyl ether complex( cas:29046-78-4,SMILESS:COCCOC.Cl[Ni]Cl ).Related Products of 29046-78-4. 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:29046-78-4) through the article.

The synthesis of a tridentate NNN ligand incorporating an amidoquinoline and an iminophosphorane (LRH, R = Ph, Cy) was carried out. Coordination to Pd(II) and Ni(II) precursors gave as expected square planar complexes [LRMCl]. The most surprising result came from the reaction of LPhH with [Ni(COD)2] which gave a Ni(II)-Ph complex bearing a tridentate amidoquinoline-aminophosphine ligand. This rearrangement would result from a proton transfer assisted by the Ni0 when stabilized by a Ph substituent at the P, as suggested by DFT calculations and complementary experiments This Ni-Ph complex formed the corresponding benzoyl complex under a CO atm.

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Reference:
Indole alkaloid derivatives as building blocks of natural products from Bacillus thuringiensis and Bacillus velezensis and their antibacterial and antifungal activity study,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles