Tag: M.W:200-300

Koyanagi, Takaoki; Herath, Ananda; Chong, Ashley; Ratnikov, Maxim; Valiere, Andrew; Chang, Jim; Molteni, Valentina; Loren, Jon published the article 《One-Pot Electrochemical Nickel-Catalyzed Decarboxylative Sp2-Sp3 Cross-Coupling》. Keywords: sodium alkyl carboxylate aryl iodide hydroxyphthalimide tetramethyluronium hexafluorophosphate; nickel catalyst one pot electrochem decarboxylative reductive cross coupling; alkyl arene preparation.They researched the compound: Nickel(II) chloride ethylene glycol dimethyl ether complex( cas:29046-78-4 ).Recommanded Product: Nickel(II) chloride ethylene glycol dimethyl ether complex. 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:29046-78-4) here.

A one-pot electrochem. nickel-catalyzed decarboxylative sp2-sp3 cross-coupling reaction has been developed using redox-active esters prepared in situ from alkyl carboxylates and N-hydroxyphthalimide tetramethyluronium hexafluorophosphate (PITU). This undivided cell one-pot method enables C-C bond formation using inexpensive, benchtop-stable reagents with isolated yields up to 95% with good functional group tolerance, which includes nitrile, ketone, ester, alkene and selectivity over other aromatic halogens.

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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

Related Products of 29046-78-4. The protonation of heteroatoms in aromatic heterocycles can be divided into two categories: lone pairs of electrons are in the aromatic ring conjugated system; and lone pairs of electrons do not participate. Compound: Nickel(II) chloride ethylene glycol dimethyl ether complex, is researched, Molecular C4H10Cl2NiO2, CAS is 29046-78-4, about Merging electrolysis and nickel catalysis in redox neutral cross-coupling reactions: Experiment and computation for electrochemically induced C-P and C-Se bonds formation. Author is Zhu, Chen; Yue, Huifeng; Nikolaienko, Pavlo; Rueping, Magnus.

The authors have achieved a nickel-catalyzed cross-coupling reaction via concerted paired electrolysis under mild reaction conditions. In this electrochem. transformation, the anodic oxidation of Ni(II) to Ni(III) and cathodic reduction of Ni(I) to Ni(0) occurred simultaneously, resulting in an economical and sustainable cross-coupling protocol. Moreover, mechanistic investigations were performed utilizing experiments and d. functional theory (DFT) calculations for different C-heteroatom bond formations to reveal the catalytic cycle in more detail.

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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

Epoxy compounds usually have stronger nucleophilic ability, because the alkyl group on the oxygen atom makes the bond angle smaller, which makes the lone pair of electrons react more dissimilarly with the electron-deficient system. Compound: Nickel(II) chloride ethylene glycol dimethyl ether complex, is researched, Molecular C4H10Cl2NiO2, CAS is 29046-78-4, about Nickel-Catalyzed Four-Component Carbocarbonylation of Alkenes under 1 atm of CO.HPLC of Formula: 29046-78-4.

Transition-metal-catalyzed carbonylation is one of the most straightforward strategies to prepare carbonyl compounds However, compared to well-established noble-metal-catalyzed carbonylation reactions, analog coupling via base-metal, nickel catalysis has received less attention because of the easy formation of highly toxic and unreactive Ni(CO)4 species between Ni(0) and CO. To date, the use of inexpensive and widely available carbon monoxide (CO) gas for nickel-catalyzed carbonylation reaction remains challenging, and nickel-catalyzed four-component carbonylative reaction has not been reported yet. Here, we report a highly selective nickel-catalyzed four-component carbocarbonylation of alkenes under 1 atm (1 atm) of CO gas to efficiently achieve an array of complex carbonyl compounds, including fluorinated amino acids and oligopeptides of great interest in medicinal chem. and chem. biol. This reaction relies on a nickel-catalyzed one-pot cascade process to assemble CO, arylboronic acids, and difluoroalkyl electrophiles across the carbon-carbon double bond of alkenes, paving a new way for base-metal-catalyzed carbonylative cascade reaction.

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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

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 Site-Selective 1,2-Dicarbofunctionalization of Vinyl Boronates through Dual Catalysis, published in 2020-03-16, which mentions a compound: 29046-78-4, mainly applied to addition regioselective photochem SET alkyl aryl bromide vinylboronate; benzylboronate substituted preparation regioselective addition aryl alkyl bromide vinylboronate; dual photocatalysis cross electrophilic coupling vinylboronate alkyl aryl bromide; Ni; dicarbofunctionalization; dual catalysis; homogeneous catalysis; radical reactions, Quality Control of Nickel(II) chloride ethylene glycol dimethyl ether complex.

A modular, site-selective photochem. 1,2-dicarbofunctionalization of vinyl boronate CH2:CHBpin with organic halides RBr and ArBr through dual catalysis afforded double addition products RCH2CHAr(Bpin) (4a-t; R = tBu, tertiary alkyl, cycloalkyl; Ar = substituted Ph, naphthyl). This reaction proceeds under mild conditions and is characterized by excellent chemo- and regioselectivity. It thus represents a complementary new technique for preparing densely functionalized alkyl boron architectures from simple and accessible precursors.

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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

The three-dimensional configuration of the ester heterocycle is basically the same as that of the carbocycle. Compound: Nickel(II) chloride ethylene glycol dimethyl ether complex(SMILESS: COCCOC.Cl[Ni]Cl,cas:29046-78-4) is researched.Safety of 4-(Pyridin-2-yl)benzoic acid. The article 《3d-d excited states of Ni(II) complexes relevant to photoredox catalysis: spectroscopic identification and mechanistic implications》 in relation to this compound, is published in Journal of the American Chemical Society. Let’s take a look at the latest research on this compound (cas:29046-78-4).

Synthetic organic chem. has seen major advances due to the merger of nickel and photoredox catalysis. A growing number of Ni-photoredox reactions are proposed to involve generation of excited nickel species, sometimes even in the absence of a photoredox catalyst. To gain insights about these excited states, two of our groups previously studied the photophysics of Ni(t-Bubpy)(o-Tol)Cl, which is representative of proposed intermediates in many Ni-photoredox reactions. This complex was found to have a long-lived excited state (τ = 4 ns), which was computationally assigned as a metal-to-ligand charge transfer (MLCT) state with an energy of 1.6 eV (38 kcal/mol). This work evaluates the computational assignment exptl. using a series of related complexes. Ultrafast UV-Vis and mid-IR transient absorption data suggest that a MLCT state is generated initially upon excitation but decays to a long-lived state that is 3d-d rather than 3MLCT in character. Dynamic cis,trans-isomerization of the square planar complexes was observed in the dark using 1H NMR techniques, supporting that this 3d-d state is tetrahedral and accessible at ambient temperature Through a combination of transient absorption and NMR studies, the 3d-d state was determined to lie ∼0.5 eV (12 kcal/mol) above the ground state. Because the 3d-d state features a weak Ni-aryl bond, the excited Ni(II) complexes can undergo Ni homolysis to generate aryl radicals and Ni(I), both of which are supported exptl. Thus, photoinduced Ni-aryl homolysis offers a novel mechanism of initiating catalysis by Ni(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

The chemical properties of alicyclic heterocycles are similar to those of the corresponding chain compounds. Compound: 1,4-Dibromobutane, is researched, Molecular C4H8Br2, CAS is 110-52-1, about Design and synthesis of gradient-refractive index isosorbide-based polycarbonates for optical uses, the main research direction is design refractive index isosorbide polycarbonate.Quality Control of 1,4-Dibromobutane.

The synthesis of bio-based polymers using renewable bio-monomers have received extensive research attention to meet the concept of environmental sustainability. Isosorbide (ISB) derived from biomass is commonly used in the polycarbonate industry as an alternative to bisphenol A (BPA) because it is green, non-toxic, and more widely available. Compared to BPA-based polycarbonate, isosorbide-based polycarbonate has excellent properties such as high transparency, easy coloration, and outstanding rigidity. However, the naturally low refractive index of isosorbide triggers the latter to fall outside the threshold of optical applications. In order to further improve the refractive index of isosorbide-based polycarbonate without affecting its transparency and rigidity, a copolymerization scheme of bisphenol monomers (BPs) with isosorbide is proposed in this work. A series of isosorbide-bisphenol copolycarbonates were synthesized by a melt polycondensation process using ionic liquid 1,4-(1,4-diazabicyclo[2.2.2]octane)butyl dibromide ([C4(DABCO)2][Br]2) as the catalyst. As expected, the monomer structure had significant effect on the optical property and mol. weight of the copolycarbonates, the monomer bis(p-hydroxyphenyl) ether (BPO) had better reactivity among the screened seven monomers resulting in relatively higher mol. weight Moreover, poly(BPO-co-ISB carbonate) (POIC) using BPO as the monomer exhibited a high Abbe number (vd = 39.7), low yellowness index (YI = 0.93), and a higher refractive index (nd = 1.536), which was much higher than poly(isosorbide carbonate) (1.496). Therefore, a series of POICs were further prepared to investigate the effect of BPO content on the optical, thermal, mech., and hydrophobic properties of the materials. The results showed that the copolymers POICs had higher refractive indexes (1.511-1.573), better thermal stability, flexibility, hydrophobicity and processing-friendly glass transition temperature (Tg) and pencil hardness, and thus are expected to be sustainable materials for optical lenses.

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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

HPLC of Formula: 29046-78-4. The protonation of heteroatoms in aromatic heterocycles can be divided into two categories: lone pairs of electrons are in the aromatic ring conjugated system; and lone pairs of electrons do not participate. Compound: Nickel(II) chloride ethylene glycol dimethyl ether complex, is researched, Molecular C4H10Cl2NiO2, CAS is 29046-78-4, about Stereoselective Functionalization of Racemic Cyclopropylzinc Reagents via Enantiodivergent Relay Coupling. Author is An, Lun; Tong, Fei-Fei; Zhang, Shu; Zhang, Xingang.

Efficient construction of optically pure mols. from readily available starting materials in a simple manner is an ongoing goal in asym. synthesis. As a straightforward route, transition-metal-catalyzed enantioconvergent coupling between widely available secondary alkyl electrophiles and organometallic nucleophiles has emerged as a powerful strategy to construct chiral center(s). However, the scope of racemic secondary alkylmetallic nucleophiles for this coupling remains limited in specific substrates because of the difficulties in stereoselective formation of the key alkylmetal intermediates. Here, we report an enantiodivergent strategy to efficiently achieve an array of synthetically useful chiral cyclopropanes, including chiral fluoroalkylated cyclopropanes and enantiomerically enriched cyclopropanes with chiral side chains, from racemic cyclopropylzinc reagents. This strategy relies on a one-pot, two-step enantiodivergent relay coupling process of the racemic cis-cyclopropylzinc reagents with two different electrophiles, which involves kinetic resolution of racemic cis-cyclopropylzinc reagents through a nickel-catalyzed enantioselective coupling with alkyl electrophiles, followed by a stereospecific relay coupling of the remaining enantiomeric cyclopropylzinc reagent with various electrophiles, to produce two types of functionalized chiral cyclopropanes with opposite configurations on the cyclopropane ring. These chiral cyclopropanes are versatile synthons for diverse transformations, rendering this strategy effective for obtaining structurally diversified mols. of medicinal interest.

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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

The chemical properties of alicyclic heterocycles are similar to those of the corresponding chain compounds. Compound: Nickel(II) chloride ethylene glycol dimethyl ether complex, is researched, Molecular C4H10Cl2NiO2, CAS is 29046-78-4, about Tetrahydroxydiboron-Promoted Radical Addition of Alkynols, the main research direction is hydroxydiboron radical addition alkynol.Synthetic Route of C4H10Cl2NiO2.

Tetrahydroxydiboron has previously been used as a borylation or reducing reagent in organic synthesis. Herein, we present a novel tetrahydroxydiboron-promoted radical addition of internal alkynes followed by intramol. oxidation of alc. through 1,5-hydrogen atom transfer. Preliminary mechanistic studies showed that the process might be initiated through N,N-dimethylformamide-assisted homolytic cleavage of tetrahydroxydiboron. This process provides a convenient synthesis of fluoroalkyl-substituted alkenes with a pendant aldehyde or ketone moiety.

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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

The three-dimensional configuration of the ester heterocycle is basically the same as that of the carbocycle. Compound: 1,4-Dibromobutane(SMILESS: BrCCCCBr,cas:110-52-1) is researched.Safety of 1-Hexyl-3,7-dimethyl-1H-purine-2,6(3H,7H)-dione. The article 《One-Step Synthesis of Lignin-Based Triblock Copolymers as High-Temperature and UV-Blocking Thermoplastic Elastomers》 in relation to this compound, is published in Angewandte Chemie, International Edition. Let’s take a look at the latest research on this compound (cas:110-52-1).

This work utilizes frustrated Lewis pairs consisting of tethered bis-organophosphorus superbases and a bulky organoaluminum to furnish the highly efficient synthesis of well-defined triblock copolymers via one-step block copolymerization of lignin-based syringyl methacrylate and Bu acrylate, through di-initiation and compounded sequence control. The resulting thermoplastic elastomers (TPEs) exhibit microphase separation and much superior mech. properties (elongation at break up to 2091%, tensile strength up to 11.5 MPa, and elastic recovery up to 95% after 10 cycles) to those of Me methacrylate-based TPEs. More impressively, lignin-based tri-BCPs can maintain TPEs properties up to 180°C, exhibit high transparency and nearly 100% UV shield, suggesting potential applications in temperature-resistant and optical devices.

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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

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 hydrogen-borrowing strategy: chemo-selective alkylation of nitriles with alcohols, published in 2020, which mentions a compound: 29046-78-4, Name is Nickel(II) chloride ethylene glycol dimethyl ether complex, Molecular C4H10Cl2NiO2, SDS of cas: 29046-78-4.

The first nickel-catalyzed hydrogen-borrowing alkylation of a series of aryl acetonitriles with a variety of aryl, heteroaryl, allylic and alkyl alcs. releasing water as the byproduct (> 33 examples, up to 90% yield) was reported.

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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