Category: 138984-26-6

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, Journal of Organic Chemistry called Ligand-Induced Selectivity in the Rhodium(II)-Catalyzed Reactions of α-Diazo Carbonyl Compounds, Author is Padwa, Albert; Austin, David J.; Hornbuckle, Susan F., which mentions a compound: 138984-26-6, SMILESS is C12=O[Rh+2]3(O=C4[N-]5CCCCC4)([N-]6C(CCCCC6)=O7)[N-](CCCCC8)C8=O[Rh+2]357[N-]1CCCCC2, Molecular C24H40N4O4Rh2, COA of Formula: C24H40N4O4Rh2.

3-Allyl-1-diazo-5-phenyl-2,5-pentanedione and 3-(3-butenyl)-1-diazo-5-phenyl-2,5-pentanedione were allowed to react with a trace amount of a rhodium(II) catalyst in methylene chloride at room temperature The major products isolated corresponded to the internal trapping of a carbonyl ylide as well as intramol. cyclopropanation. Changing the catalyst from Rh2(OAc)4 to Rh(II) caprolactamate to Rh(II) trifluoroacetate caused a significant alteration in product distribution. A rather unusual and unexpected regiochem. crossover in the cycloaddition occurred when Rh(II) trifluoroacetate was used and is most likely due to complexation of the metal with the dipole. A computational approach to rationalize the observed product distribution was carried out. The thermodn. stabilities of cycloaddition transition states were approximated from the computationally derived strain energies of ground state mols. using traditional force-field techniques. Globally minimized ground state energies were obtained for all possible cycloaddition products, and final strain energies were calculated In all cases studied, the lower energy isomer corresponded to the cycloadduct actually isolated. A study of the regiochem. aspects of the Rh(II)-catalyzed reaction of 1-diazo-3-(2-oxo-2-phenylethyl)hexane-2,5-dione was also carried out. Cyclization of the initially formed rhodium carbenoid occurred exclusively across the acetyl rather than the benzoyl group. The structure of the internal cycloadduct was assigned on the basis of a proton-detected multiple-bond heteronuclear multiple-quantum coherence experiment

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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: 138984-26-6, is researched, SMILESS is C12=O[Rh+2]3(O=C4[N-]5CCCCC4)([N-]6C(CCCCC6)=O7)[N-](CCCCC8)C8=O[Rh+2]357[N-]1CCCCC2, Molecular C24H40N4O4Rh2Journal, Journal of the American Chemical Society called Control of chemoselectivity in catalytic carbenoid reactions. Dirhodium(II) ligand effects on relative reactivities, Author is Padwa, Albert; Austin, David J.; Hornbuckle, Susan F.; Semones, Mark A.; Doyle, Michael P.; Protopopova, Marina N., the main research direction is chemoselectivity catalysis carbenoid reaction; rhodium ligand effect chemoselectivity; aromatic substitution chemoselectivity rhodium ligand; cyclopropanation chemoselectivity rhodium ligand; insertion carbon hydrogen chemoselectivity rhodium ligand; cycloaddition aromatic chemoselectivity rhodium ligand; carbon ylide chemoselectivity rhodium ligand; indenone dihydroalkenyl; bicyclohexanone aryl; cyclopentanone dimethylpropenyl; azabicycloundecatrienone tertbutyl; pyrrolidinone aryltertbutyldihydro; oxabicyclooctenecarboxylate oxo; oxatricyclononanone methyl.COA of Formula: C24H40N4O4Rh2.

Chemoselectivity in dirhodium(II) catalyzed intramol. carbenoid reactions of diazo carbonyl compounds is controlled by the ligands of the catalyst. Changing the dirhodium(II) ligands from the strongly electron withdrawing perfluorobutyrate to carboxamides causes a complete reversal in product selectivity from aromatic substitution to cyclopropanation, from carbon-hydrogen insertion to cyclopropanation, from aromatic cycloaddition to carbon-hydrogen insertion, and from aromatic substitution to carbonyl ylide formation. Results obtained with ten α-diazo carbonyl compounds in four different competitive reactions demonstrate that with rhodium(II) perfluorobutyrate, only the former transformation occurs, whereas with rhodium(II) caprolactam or acetamide only the latter transformation is observed With rhodium(II) acetate as the catalyst, mixtures of products from these competitive processes were obtained. The exceptionally high chemoselectivity obtained in these competitive intramol. reactions is due to the inherent electron demand from ligands of the rhodium(II) carbene intermediate.

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Highly efficient and robust molecular ruthenium catalysts for water oxidation,
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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: 138984-26-6, is researched, SMILESS is C12=O[Rh+2]3(O=C4[N-]5CCCCC4)([N-]6C(CCCCC6)=O7)[N-](CCCCC8)C8=O[Rh+2]357[N-]1CCCCC2, Molecular C24H40N4O4Rh2Journal, Article, Research Support, U.S. Gov’t, P.H.S., Organic Letters called Lewis Acid/Rhodium-Catalyzed Formal [3 + 3]-Cycloaddition of Enoldiazoacetates with Donor-Acceptor Cyclopropanes, Author is Cheng, Qing-Qing; Qian, Yu; Zavalij, Peter Y.; Doyle, Michael P., the main research direction is Lewis acid rhodium catalyzed cycloaddition enoldiazoacetate donor acceptor cyclopropane; diastereoselective cycloaddition enoldiazoacetate donor acceptor cyclopropane; rhodium catalyzed chemoselective ring expansion.HPLC of Formula: 138984-26-6.

A formal [3 + 3]-cycloaddition of enoldiazoacetates with donor-acceptor cyclopropanes was realized by the combination of a Lewis acid-catalyzed diastereoselective [3 + 2]-cycloaddition [e.g., enol diazoacetate I + cyclopropane II in presence of Yb(OTf)3 → cyclopentane III (84% isolated yield, dr 10:1)] and a subsequent rhodium-catalyzed chemoselective ring expansion [III → IV (88%) in presence of Rh2(cap)4, cap = caprolactamate]. This tandem transformation provides an efficient approach to highly functionalized cyclohexenes.

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Highly efficient and robust molecular ruthenium catalysts for water oxidation,
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HPLC of Formula: 138984-26-6. The fused heterocycle is formed by combining a benzene ring with a single heterocycle, or two or more single heterocycles. Compound: Dirhodium(II) tetrakis(caprolactam), is researched, Molecular C24H40N4O4Rh2, CAS is 138984-26-6, about The oxidative acylnitroso hetero-Diels-Alder reaction catalyzed by dirhodium caprolactamate. Author is Tusun, Xiarepati; Lu, Chong-Dao.

An effective protocol is described for the generation and in situ Diels-Alder trapping of acylnitroso derivatives In this procedure, the oxidation of hydroxamic acid is efficiently catalyzed by dirhodium(II) caprolactamate with tert-Bu hydroperoxide (TBHP) in the presence of dienes at room temperature Using this approach a variety of hetero-Diels-Alder cycloadducts were obtained in yields of up to 96% at 0.1 mol% catalyst loading.

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Highly efficient and robust molecular ruthenium catalysts for water oxidation,
Catalysts | Special Issue : Ruthenium Catalysts – MDPI

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 One-Pot Synthesis of α-Diazo-γ,δ-unsaturated Esters as Versatile Building Blocks for Functionalized Dienes, Cyclopentenes, and 5,7-Fused Bicycles, published in 2021-08-06, which mentions a compound: 138984-26-6, Name is Dirhodium(II) tetrakis(caprolactam), Molecular C24H40N4O4Rh2, Name: Dirhodium(II) tetrakis(caprolactam).

The synthesis of novel allylic α-diazo carbonyl compounds I [R = Et, n-Pr, Ph, etc.] was achieved through a one-pot strategy involving base-catalyzed allylation of 1,3-dicarbonyls with readily available allylic bromides followed by the deacylative diazo transfer reaction. Besides the broad substrate scope related to this method, other relevant features included the use of simple and inexpensive reagents, non-toxic solvents and mild reaction conditions. The synthetic utility of these α-diazo-γ,δ-unsaturated esters was further demonstrated through rhodium-catalyzed transformations, where the type of product formed was dependent on both the substrate and catalyst employed. Thus, treating α-diazo-γ,δ-unsaturated esters with catalytic Rh2(pfb)4 in acetonitrile under reflux resulted in a diastereoselective β-hydride migration to give 2Z,4E-dienes RCH=C(COOMe)CH=CHCOOEt in good yields. On the other hand, the combination of Rh2(OAc)4 as the catalyst in toluene under reflux for 10 min led the aryl-substituted diazo compounds to a regioselective intramol. Buchner reaction to furnish 5,7-fused bicyclic tetraenes II [X = H, 4-F, 5-Cl, etc.] in high yields, while the alkyl-substituted analogs undergo intramol. C-H insertion to give functionalized cyclopentenes of anti-configuration.

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Highly efficient and robust molecular ruthenium catalysts for water oxidation,
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Electric Literature of C24H40N4O4Rh2. 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: Dirhodium(II) tetrakis(caprolactam), is researched, Molecular C24H40N4O4Rh2, CAS is 138984-26-6, about Dirhodium caprolactamate and tert-butyl hydroperoxide – a universal system for selective oxidations. Author is Ratnikov, Maxim O.; Doyle, Michael P..

A review. Oxidations with tert-Bu hydroperoxide (TBHP) catalyzed by dirhodium caprolactamate [Rh2(cap)4] provide mild and selective protocols for the oxidative Mannich reaction, conversion of secondary amines to imines, dearomatization of 4-substituted phenols, and oxyfunctionalization of allylic, benzylic, and propargylic positions. The dirhodium catalyst in combination with TBHP is a convenient platform for mechanistic investigations, and their uses point to a variety of directions for the future evolution of the field.

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Highly efficient and robust molecular ruthenium catalysts for water oxidation,
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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: Dirhodium(II) tetrakis(caprolactam)( cas:138984-26-6 ) is researched.Computed Properties of C24H40N4O4Rh2.Wang, Hong-Tu; Lu, Chong-Dao published the article 《Synthesis of 3,4-dihydropyrrolo[2,1-a]isoquinolines based on [3+2] cycloaddition initiated by Rh2(cap)4-catalyzed oxidation》 about this compound( cas:138984-26-6 ) in Tetrahedron Letters. Keywords: azomethine ylide dipolarophile rhodium catalyzed oxidation dipolar cycloaddition; hydropyrroloisoquinoline preparation. Let’s learn more about this compound (cas:138984-26-6).

Azomethine ylides were efficiently generated via Rh2(cap)4-catalyzed oxidation (cap = caprolactamate) of tetrahydroisoquinolines in the presence of base. The ylides were trapped in situ via [3+2] cycloaddition with dipolarophiles and were subjected to oxidative aromatization, facilitated by N-bromosuccinimide, to provide 3,4-dihydropyrrolo[2,1-a]isoquinolines in moderate to excellent yields.

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Reference:
Highly efficient and robust molecular ruthenium catalysts for water oxidation,
Catalysts | Special Issue : Ruthenium Catalysts – MDPI

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: 138984-26-6, is researched, SMILESS is C12=O[Rh+2]3(O=C4[N-]5CCCCC4)([N-]6C(CCCCC6)=O7)[N-](CCCCC8)C8=O[Rh+2]357[N-]1CCCCC2, Molecular C24H40N4O4Rh2Journal, Article, Research Support, N.I.H., Extramural, Research Support, U.S. Gov’t, Non-P.H.S., Angewandte Chemie, International Edition called Computationally Guided Stereocontrol of the Combined C-H Functionalization/Cope Rearrangement, Author is Lian, Yajing; Hardcastle, Kenneth I.; Davies, Huw M. L., the main research direction is computationally guided stereocontrol carbon hydrogen functionalization Cope rearrangement crystallog.Application of 138984-26-6.

The synthetic utility of the combined C-H functionalization/Cope rearrangement reaction was greatly expanded by the design of substrates that will react through a boat transition state instead of a chair transition state. This gave the reversed diastereomeric series of products in a highly stereoselective manner. This study demonstrates the value of computational studies, not only to rationalize a new synthetic process, but also to identify opportunities to develop new reactions. The results showcase the synthetic potential of using carbenoid chem. to achieve highly enantioselective C-H functionalization reactions.

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Reference:
Highly efficient and robust molecular ruthenium catalysts for water oxidation,
Catalysts | Special Issue : Ruthenium Catalysts – MDPI

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 Divergent Rhodium-Catalyzed Cyclization Reactions of Enoldiazoacetamides with Nitrosoarenes, published in 2017-07-26, which mentions a compound: 138984-26-6, Name is Dirhodium(II) tetrakis(caprolactam), Molecular C24H40N4O4Rh2, SDS of cas: 138984-26-6.

The first cyclization reactions of enoldiazo compounds with nitrosoarenes have been developed. Under the catalysis of rhodium(II) octanoate, [3+2]-cyclization between enoldiazoacetamides and nitrosoarenes occurred through cleavages of the enol double bond and the amide bond, thus furnishing fully substituted 5-isoxazolone derivatives I [NR2 = piperidino, NMe2, R1 = Ph, 4-ClC6H4, 3-MeOC6H4, 2-MeC6H4, etc., R2 = SiMe2CMe3, Si(CHMe2)2]. Upon changing the catalyst to rhodium(II) caprolactamate, the reaction pathway switched to an unprecedented formal [5+1]-cyclization that provided multifunctionalized 1,3-oxazin-4-ones II with near exclusivity under otherwise identical conditions. Mechanistic studies uncovered distinct catalytic activities and reaction intermediates, which plausibly rationalized the novel reactivity and catalyst-controlled chemodivergence. Furthermore, a mechanism-inspired enantioselective rhodium-catalyzed reaction of γ-substituted enoldiazoacetamide with nitrosobenzene produced highly enantioenriched heterocycle-linked trialkylamine.

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Reference:
Highly efficient and robust molecular ruthenium catalysts for water oxidation,
Catalysts | Special Issue : Ruthenium Catalysts – MDPI

The three-dimensional configuration of the ester heterocycle is basically the same as that of the carbocycle. Compound: Dirhodium(II) tetrakis(caprolactam)(SMILESS: C12=O[Rh+2]3(O=C4[N-]5CCCCC4)([N-]6C(CCCCC6)=O7)[N-](CCCCC8)C8=O[Rh+2]357[N-]1CCCCC2,cas:138984-26-6) is researched.Electric Literature of C24H40N4O4Rh2. The article 《Convergent Total Synthesis of (+)-Mycalamide A》 in relation to this compound, is published in Journal of Organic Chemistry. Let’s take a look at the latest research on this compound (cas:138984-26-6).

The details of a convergent total synthesis of (+)-mycalamide A are described. Yb(OTf)3-TMSCl-catalyzed cross-aldol reaction conditions are used to synthesize the right segment of mycalamide A. In this reaction, an acid-sensitive aldehyde reacts with Me trimethylsilyl dimethylketene acetal without epimerization to provide the desired aldol adduct. Addnl., a tetrahydropyran ring, which is the left segment of mycalamide A, is prepared using a novel one-pot δ-lactone formation methodol. Both segments are constructed from a common starting material, D-mannitol. These segments are then coupled in the presence of BuLi, and the functional groups are transformed to complete the synthesis of (+)-mycalamide A.

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Reference:
Highly efficient and robust molecular ruthenium catalysts for water oxidation,
Catalysts | Special Issue : Ruthenium Catalysts – MDPI