Category: 503538-69-0

Product Details of 503538-69-0. The reaction of aromatic heterocyclic molecules with protons is called protonation. Aromatic heterocycles are more basic than benzene due to the participation of heteroatoms. Compound: (R)-5,5′-Bis(diphenylphosphino)-2,2,2′,2′-tetrafluoro-4,4′-bi-1,3-benzodioxole, is researched, Molecular C38H24F4O4P2, CAS is 503538-69-0, about Enantioselective allylation from allene, a petroleum cracking byproduct. Author is Liu, Richard Y.; Zhou, Yujing; Yang, Yang; Buchwald, Stephen L..

Allene (C3H4) gas is produced and separated on million-metric-ton scale per yr during petroleum refining but is only rarely employed in chem. manufacturing Meanwhile, the addition of an allyl group (C3H5) to ketone-containing mols. is among the most common and prototypical reactions in organic synthesis. Herein, we report that the combination of allene with environmentally benign hydrosilanes can replace harsher, more wasteful, and more expensive allylmetal reagents in enantioselective ketone allylation reactions. This process is catalyzed by an earth-abundant metal and com. available ligands, operates without specialized equipment or pressurization, and tolerates a broad range of functional groups. Furthermore, the exceptional chemoselectivity of our catalyst system enables industrially relevant C3 hydrocarbon mixtures of allene with methylacetylene and propylene to be applied directly. Based on our strategy, we anticipate the rapid development of methods that leverage this unexploited feedstock as a surrogate for existing nucleophilic allylation reagents.

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Reference:
Benzoxazole – Wikipedia,
Benzoxazole | C7H5NO – PubChem

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: 503538-69-0, is researched, Molecular C38H24F4O4P2, about Asymmetric Hydrogenation of Cyclic Imines and Enamines: Access to 1,5-Benzodiazepine Pharmacophores, the main research direction is asym hydrogenation benzodiazepinone rhodium difluoroPhos catalyst.Application of 503538-69-0.

A new strategy towards the pharmacol. relevant class of dihydro-1,5-benzodiazepines was developed by applying a rhodium-catalyzed asym. hydrogenation. The approach represents an efficient protocol providing access to the optically active products I (R1 = Ph, 4-MeC2H4, 2-furyl, Me, etc., R2 = H, 7-Me) in excellent yields (up to 99%) and with high enantioselectivities (up to 92% ee). The versatility of the methodol. was demonstrated by a broad substrate scope including alkyl, aryl, and heteroaryl substituents as well as halides. Furthermore, investigations regarding the reaction mechanism were performed and unraveled a preferred reaction of the tautomeric enamine in the rhodium-catalyzed asym. hydrogenation.

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Reference:
Benzoxazole – Wikipedia,
Benzoxazole | C7H5NO – PubChem

The preparation of ester heterocycles mostly uses heteroatoms as nucleophilic sites, which are achieved by intramolecular substitution or addition reactions. Compound: (R)-5,5′-Bis(diphenylphosphino)-2,2,2′,2′-tetrafluoro-4,4′-bi-1,3-benzodioxole( cas:503538-69-0 ) is researched.Safety of (R)-5,5′-Bis(diphenylphosphino)-2,2,2′,2′-tetrafluoro-4,4′-bi-1,3-benzodioxole.He, Cheng-Yu; Li, Qing-Hua; Wang, Xin; Wang, Feng; Tian, Ping; Lin, Guo-Qiang published the article 《Copper-Catalyzed Asymmetric Borylative Cyclization of Cyclohexadienone-Containing 1,6-Dienes》 about this compound( cas:503538-69-0 ) in Advanced Synthesis & Catalysis. Keywords: copper catalyzed asym borylative cyclization cyclohexadienone diene; borylated tetrahydrobenzofuranone preparation; crystal structure borylated tetrahydrobenzofuranone; mol structure borylated tetrahydrobenzofuranone. Let’s learn more about this compound (cas:503538-69-0).

Due to the low reactivity of 1,6-dienes and the challenge of selectively differentiating such two olefins, the development of metal-catalyzed asym. cyclization of 1,6-dienes remains largely underdeveloped. Herein, the authors describe the 1st Cu(I)-catalyzed asym. borylative cyclization of cyclohexadienone-tethered terminal alkenes (1,6-dienes) via a tandem process: the regioselective borocupration of the electron-rich terminal alkene and subsequent conjugate addition of stereospecific secondary alkyl-Cu(I) to the electron-deficient cyclohexadienone, affording enantioenriched bicyclic skeletons bearing three contiguous stereocenters in all cis-form. Meanwhile, this mild catalytic protocol is generally compatible with a wide range of functional groups, which allows further facile conversion of the cyclization products.

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Reference:
Benzoxazole – Wikipedia,
Benzoxazole | C7H5NO – PubChem

So far, in addition to halogen atoms, other non-metallic atoms can become part of the aromatic heterocycle, and the target ring system is still aromatic.Ling, Johanne; Mara, David; Roure, Baptiste; Laugeois, Maxime; Vitale, Maxime R. researched the compound: (R)-5,5′-Bis(diphenylphosphino)-2,2,2′,2′-tetrafluoro-4,4′-bi-1,3-benzodioxole( cas:503538-69-0 ).Formula: C38H24F4O4P2.They published the article 《Copper(I)-Catalyzed Dearomative (3 + 2) Cycloaddition of 3-Nitroindoles with Propargylic Nucleophiles: An Access to Cyclopenta[b]indolines》 about this compound( cas:503538-69-0 ) in Journal of Organic Chemistry. Keywords: cyclopentaindoline preparation diastereoselective; nitroindole propargylic nucleophile dearomative cycloaddition copper catalyst. We’ll tell you more about this compound (cas:503538-69-0).

The copper(I)-catalyzed dearomatization of 3-nitroindoles I [R1 = 4-Me, 5-Cl, 7-CO2Me, etc.; R2 = Ac, Bz, (4-methylphenyl)sulfonyl, etc.] and 3-nitro-1-benzofuran-5-yl acetate with propargylic nucleophiles CHCCH2R3 (R3 = 1,3-dimethoxy-1,3-dioxopropan-2-yl, 1,3-bis(benzyloxy)-1,3-dioxopropan-2-yl, 4-methylbenzene-1-sulfonamidyl, etc.) is described. In mild reaction conditions, this original dearomative (3+2) cycloaddition process gives access to a wide variety of cyclopenta[b]indolines e.g., II in good to excellent yields, with high functional group tolerance. The proof of concept that an enantioselective version of this reaction is accessible by employing chiral phosphorus ligands was obtained. A mechanism proposal is given based on kinetic studies.

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Reference:
Benzoxazole – Wikipedia,
Benzoxazole | C7H5NO – PubChem

Electric Literature of C38H24F4O4P2. So far, in addition to halogen atoms, other non-metallic atoms can become part of the aromatic heterocycle, and the target ring system is still aromatic. Compound: (R)-5,5′-Bis(diphenylphosphino)-2,2,2′,2′-tetrafluoro-4,4′-bi-1,3-benzodioxole, is researched, Molecular C38H24F4O4P2, CAS is 503538-69-0, about Development of ruthenium catalysts for the enantioselective synthesis of P-stereogenic phosphines via nucleophilic phosphido intermediates.

Ruthenium chiral diphosphine complexes [L2RuH][BPh4] or [(L1)(dmpe)RuH][BPh4] [L, L1 = chiral diphosphines, dmpe = 1,2-bis(dimethylphosphino)ethane] catalyze base-promoted low-temperature asym. alkylation of secondary phosphine PhMePH by benzyl halides, yielding chiral PhMe(ArCH2)P (Ar = Ph, 4-ClC6H4, 4-MeC6H4, 4-MeOC6H4, 2-MeC6H4, 1-naphthyl, 2-pyridinyl, 2-furanyl) or diphosphines PhMePCH2Ar1CH2PMePh (Ar1 = 1,3-phenylene, 1,2-phenylene, 1,3-pyridinediyl) with up to 80% ee [L = 4-iPr-2-(C6H4PPh2-2)oxazoline (iPr-PHOX) or L1 = MeO-BiPHEP, SEGPHOS]. The optimized base for the reaction was found to be sodium tert-amylate, which prevents the occurrence of background non-catalytic alkylation by deprotonation of uncoordinated PhMePH. The reactions proceed through the intermediacy of nucleophilic phosphido species, which have low barriers to pyramidal inversion; this allows for a dynamic kinetic asym. alkylation. The initially discovered [((R)-iPr-PHOX)2Ru(H)][BPh4] (6) catalyst was found to be effective in the reaction with benzylic chlorides; moreover, the alkylation displayed an unusual temperature dependence. However, the limited scope of alkylation of 6 motivated further studies which led to the development of two complementary chiral mixed ligand Ru(II) catalysts of type [L1L2Ru(H)]+. These catalysts were derived from a combination of one chiral and one achiral ligand, where a synergistic interaction of the two ligands creates an effective asym. environment around the ruthenium center. The (R)-MeO-BiPHEP catalyst [((R)-MeO-BiPHEP)(dmpe)RuH][BPh4] (10) was found to be effective for the asym. alkylation by benzyl chlorides, while the (R)-DIFLUORPHOS catalyst [[(R)-DIFLUORPHOS](dmpe)RuH][BPh4] (11) was optimal for the nucleophilic substitution of less activated alkyl bromides; the scope of the resp. catalysts was also explored.

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Reference:
Benzoxazole – Wikipedia,
Benzoxazole | C7H5NO – PubChem

Application In Synthesis of (R)-5,5′-Bis(diphenylphosphino)-2,2,2′,2′-tetrafluoro-4,4′-bi-1,3-benzodioxole. So far, in addition to halogen atoms, other non-metallic atoms can become part of the aromatic heterocycle, and the target ring system is still aromatic. Compound: (R)-5,5′-Bis(diphenylphosphino)-2,2,2′,2′-tetrafluoro-4,4′-bi-1,3-benzodioxole, is researched, Molecular C38H24F4O4P2, CAS is 503538-69-0, about Cobalt-catalyzed regioselective stereoconvergent Markovnikov 1,2-hydrosilylation of conjugated dienes.

The authors report the 1st stereoconvergent Markovnikov 1,2-hydrosilylation of conjugated dienes using catalysts generated from bench-stable Co(acac)2 and phosphine ligands. A wide range of E/Z-dienes underwent this Markovnikov 1,2-hydrosilylation in a stereoconvergent manner, affording (E)-allylsilanes in high isolated yields with high stereoselectivities (E/Z = >99 : 1) and high regioselectivities (b/l up to > 99 : 1). Mechanistic studies revealed that this stereoconvergence stems from a σ-π-σ isomerization of an allylcobalt species generated by the 1,4-hydrometalation of Z-dienes. A Co catalyst that can only catalyze the hydrosilylation of the E-isomer of an (E/Z)-diene was identified, which allows the separation of the (Z)-isomer from an isomeric mixture of (E/Z)-dienes. Also, asym. hydrosilylation of (E)-1-aryl-1,3-dienes was studied with Co(acac)2/(R)-difluorphos and good enantioselectivities (er up to 90:10) were obtained.

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Reference:
Benzoxazole – Wikipedia,
Benzoxazole | C7H5NO – PubChem

Name: (R)-5,5′-Bis(diphenylphosphino)-2,2,2′,2′-tetrafluoro-4,4′-bi-1,3-benzodioxole. Aromatic compounds can be divided into two categories: single heterocycles and fused heterocycles. Compound: (R)-5,5′-Bis(diphenylphosphino)-2,2,2′,2′-tetrafluoro-4,4′-bi-1,3-benzodioxole, is researched, Molecular C38H24F4O4P2, CAS is 503538-69-0, about Asymmetric Hydrogenation of α-Purine Nucleobase-Substituted Acrylates with Rhodium Diphosphine Complexes: Access to Tenofovir Analogues. Author is Sun, Huan-Li; Chen, Fei; Xie, Ming-Sheng; Guo, Hai-Ming; Qu, Gui-Rong; He, Yan-Mei; Fan, Qing-Hua.

The first asym. hydrogenation of α-purine nucleobase-substituted α,β-unsaturated esters, catalyzed by a chiral rhodium (R)-Synphos catalyst, has been developed. A wide range of mono- and disubstituted acrylates were successfully hydrogenated under very mild conditions in high yields with good to excellent enantioselectivities (up to 99% ee). This method provides a convenient approach to the synthesis of a new kind of optically pure acyclic nucleoside and Tenofovir analogs.

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Reference:
Benzoxazole – Wikipedia,
Benzoxazole | C7H5NO – PubChem

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: 503538-69-0, is researched, Molecular C38H24F4O4P2, about Coupling Catalytic Alkene Hydroacylation and α-Arylation: Enantioselective Synthesis of Heterocyclic Ketones with α-Chiral Quaternary Stereocenters, the main research direction is alkene intramol hydroacylation enantioselective arylation nickel NHC catalyst; heterocyclic ketone chiral quaternary stereocenter stereoselective preparation.Reference of (R)-5,5′-Bis(diphenylphosphino)-2,2,2′,2′-tetrafluoro-4,4′-bi-1,3-benzodioxole.

We report a strategy that combines alkene hydroacylation and enantioselective α-(hetero)arylation reactions to form a wide variety of nitrogen-containing heterocyclic ketones bearing α-chiral quaternary stereogenic centers. Exo-selective, intramol. Ni-catalyzed hydroacylations of N-homoallylindole- and N-homoallylpyrrole-2-carboxaldehydes form α-substituted six-membered heterocyclic ketones in up to 95% yield, while N-heterocyclic carbene (NHC) catalyzed hydroacylations of N-allylindole- and N-allylpyrrole-2-carboxaldehydes form α-substituted five-membered heterocyclic ketones in up to 99% yield. The racemic five- and six-membered products of Ni- and NHC-catalyzed hydroacylation reactions are readily transformed into heterocyclic ketones containing an α-chiral quaternary stereogenic center by enantioselective Ni-catalyzed α-arylation and α-heteroarylation reactions. The chiral, nonracemic products formed through a combination of alkene hydroacylation and α-(hetero)arylation reactions are formed in moderate to high yields (44-99%) with excellent enantioselectivities (typically >95% ee). The identity of the precatalyst for Ni-catalyzed α-(hetero)arylation is dictated by the identity of the α-substituted heterocyclic ketone starting material. α-(Hetero)arylations of six-membered heterocyclic ketones occur at 65-85 °C in the presence of a catalyst generated in situ from Ni(COD)2 and (R)-BINAP or (R)-DIFLUORPHOS. α-(Hetero)arylation of five-membered heterocyclic ketones must be conducted at room temperature in the presence of an [((R)-BINAP)Ni(η2-NC-Ph)] precatalyst or a catalyst generated in situ from Ni(COD)2, (R)-DIFLUORPHOS, and benzonitrile.

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Reference:
Benzoxazole – Wikipedia,
Benzoxazole | C7H5NO – PubChem

The three-dimensional configuration of the ester heterocycle is basically the same as that of the carbocycle. Compound: (R)-5,5′-Bis(diphenylphosphino)-2,2,2′,2′-tetrafluoro-4,4′-bi-1,3-benzodioxole(SMILESS: FC1(F)OC2=CC=C(P(C3=CC=CC=C3)C4=CC=CC=C4)C(C5=C6OC(F)(F)OC6=CC=C5P(C7=CC=CC=C7)C8=CC=CC=C8)=C2O1,cas:503538-69-0) is researched.Formula: C12H9NO2. The article 《Palladium-Catalyzed Asymmetric Intramolecular Reductive Heck Desymmetrization of Cyclopentenes: Access to Chiral Bicyclo[3.2.1]octanes》 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:503538-69-0).

A palladium-catalyzed asym. reductive Heck reaction of unactivated aliphatic alkenes, with eliminable β-hydrogen atoms, was realized for the first time. A series of optically active bicyclo[3.2.1]octanes bearing chiral quaternary and tertiary carbon stereocenters were obtained in good yields with excellent enantioselectivities, exhibited good functional-group tolerance and scalability. Moreover, deuterated optically active bicyclo[3.2.1]octanes were also obtained in high efficiency.

There is still a lot of research devoted to this compound(SMILES：FC1(F)OC2=CC=C(P(C3=CC=CC=C3)C4=CC=CC=C4)C(C5=C6OC(F)(F)OC6=CC=C5P(C7=CC=CC=C7)C8=CC=CC=C8)=C2O1)Application of 503538-69-0, and with the development of science, more effects of this compound(503538-69-0) can be discovered.

Reference:
Benzoxazole – Wikipedia,
Benzoxazole | C7H5NO – PubChem

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: 503538-69-0, is researched, Molecular C38H24F4O4P2, about Catalytic Enantioselective Double Carbopalladation/C-H Functionalization with Statistical Amplification of Product Enantiopurity: A Convertible Linker Approach, the main research direction is methacrylamide iodophenyl methyl oxadiazole palladium dimerization catalyst; oxadiazole bis dimethylindolinone stereoselective preparation; C−H activation; asymmetric synthesis; heterocycles; homogeneous catalyst; palladium.Related Products of 503538-69-0.

Combining a catalytic enantioselective reaction with dimerization in a single operation is an efficient way to upgrade the enantiomeric excesses (ee) of the product. Palladium-catalyzed reaction of N-(2-iodophenyl)-N-Me methacrylamide derivatives with oxadiazole afforded, by a double enantioselective carbopalladation/intermol. heteroarene C-H alkylation sequence, homodimers I (R1 = H, 5-OMe, 5-Cl, 6-Cl, etc.; R2 = Me, Bn, i-Pr, etc.) in good yields with excellent ee values. The dimer was subsequently elaborated to the monomer in which the linker (oxadiazole) was incorporated into the target product.

There is still a lot of research devoted to this compound(SMILES：FC1(F)OC2=CC=C(P(C3=CC=CC=C3)C4=CC=CC=C4)C(C5=C6OC(F)(F)OC6=CC=C5P(C7=CC=CC=C7)C8=CC=CC=C8)=C2O1)Related Products of 503538-69-0, and with the development of science, more effects of this compound(503538-69-0) can be discovered.

Reference:
Benzoxazole – Wikipedia,
Benzoxazole | C7H5NO – PubChem