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Electrochemical Oxidative Dehydrogenative Phosphorylation of N-Heterocycles with P(O)-H Compounds in Imidazolium-Based Ionic Liquid

We report a direct and green electrochemical oxidative cross-dehydrogenative coupling reaction of N-heterocycles with hydrogen phosphoryl compounds under external oxidant-free conditions. Various phosphorylation products of substituted carbazoles and indoles are assembled in modest to excellent yields. A hydrogen release process is preliminarily demonstrated and H2 is the sole byproduct. An imidazolium based ionic liquid is selected as the optimal electrolyte.

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Reference£º
Phosphine ligand,
Chiral phosphine ligands in asymmetric synthesis. Molecular structure and absolute configuration of (1,5-cyclooctadiene)-(2S,3S)-2,3-bis(diphenylphosphino)butanerhodium(I) perchlorate tetrahydrofuran solvate

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Metal- and oxidant-free S-P(O) bond construction: Via direct coupling of P(O)H with sulfinic acids

We have developed a simple and convenient method for S-P(O) bond formation between R2P(O)H and sulfinic acids under metal-, oxidant-, and halogen-free conditions. The current method is compatible with a broad range of substituents on various substrates including halogens and heterocyclic moieties. The synthetic potential of this method was further highlighted by the expeditious synthesis of optically active P-chiral phosphorothioates via stereospecific coupling.

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Reference£º
Phosphine ligand,
Chiral phosphine ligands in asymmetric synthesis. Molecular structure and absolute configuration of (1,5-cyclooctadiene)-(2S,3S)-2,3-bis(diphenylphosphino)butanerhodium(I) perchlorate tetrahydrofuran solvate

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Metal-Free, Visible Light-Photocatalyzed Synthesis of Benzo[b]phosphole Oxides: Synthetic and Mechanistic Investigations

Highly functionalized benzo[b]phosphole oxides were synthesized from reactions of arylphosphine oxides with alkynes under photocatalytic conditions by using eosin Y as the catalyst and N-ethoxy-2-methylpyridinium tetrafluoroborate as the oxidant. The reaction works under mild conditions and has a broad substrate scope. Mechanistic investigations have been undertaken and revealed the formation of a ground state electron donor-Acceptor complex (EDA) between eosin (the photocatalyst) and the pyridinium salt (the oxidation agent). This complex, which has been fully characterized both in the solid state and in solution, turned out to exhibit a dual role, i.e., the oxidation of the photocatalyst and the formation of the initiating radicals, which undergoes an intramolecular reaction avoiding the classical diffusion between the two reactants. The involvement of ethoxy and phosphinoyl radicals in the photoreaction has unequivocally been evidenced by EPR spectroscopy.

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Reference£º
Phosphine ligand,
Chiral phosphine ligands in asymmetric synthesis. Molecular structure and absolute configuration of (1,5-cyclooctadiene)-(2S,3S)-2,3-bis(diphenylphosphino)butanerhodium(I) perchlorate tetrahydrofuran solvate

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Chiral unsymmetric diphosphine compound and transition metal complex containing the same as ligand

A novel chiral unsymmetric diphosphine compound of formula (I): STR1 wherein Ar1 and Ar2, which are different from each other, each represent a substituted or unsubstituted phenyl group, a substituted or unsubstituted naphthyl group, a pyridyl group, a quinolyl group, an isoquinolyl group, a furfuryl group, a benzofurfuryl group, a thienyl group, or a benzothienyl group, and a transition metal complex containing the diphosphine compound as a ligand. The complex catalyzes various asymmetric synthesis reactions, e.g., asymmetric hydrogenation or asymmetric hydrosilylation, exhibiting excellent performance in selectivity, conversion and catalytic activity, to provide a product of desired absolute configuration at high optical purity and in high yield.

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Reference£º
Phosphine ligand,
Chiral phosphine ligands in asymmetric synthesis. Molecular structure and absolute configuration of (1,5-cyclooctadiene)-(2S,3S)-2,3-bis(diphenylphosphino)butanerhodium(I) perchlorate tetrahydrofuran solvate

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Enantioselective Coupling of Dienes and Phosphine Oxides

We report a Pd-catalyzed intermolecular hydrophosphinylation of 1,3-dienes to afford chiral allylic phosphine oxides. Commodity dienes and air stable phosphine oxides couple to generate organophosphorus building blocks with high enantio- and regiocontrol. This method constitutes the first asymmetric hydrophosphinylation of dienes.

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Reference£º
Phosphine ligand,
Chiral phosphine ligands in asymmetric synthesis. Molecular structure and absolute configuration of (1,5-cyclooctadiene)-(2S,3S)-2,3-bis(diphenylphosphino)butanerhodium(I) perchlorate tetrahydrofuran solvate

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Regiodivergent Ring-Opening Cross-Coupling of Vinyl Aziridines with Phosphorus Nucleophiles: Access to Phosphorus-Containing Amino Acid Derivatives

Catalytic ring-opening phosphonation and phosphatation of vinyl aziridines have been developed in a regiodivergent fashion, giving linear and branched products. Generation of P-centered radicals enables SN2?-type ring-opening reactions of vinyl aziridines to afford delta-amino alkylphosphorus products at room temperature. On the other hand, in situ generated phosphate anions via the Ag-catalyzed aerobic oxidation of phosphonyl reactants underwent SN2 reaction to provide branched phosphorus-containing amine products. Furthermore, this divergent methodology serves as a powerful tool for the stereospecific synthesis of phosphorus-containing amino acid derivatives.

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Reference£º
Phosphine ligand,
Chiral phosphine ligands in asymmetric synthesis. Molecular structure and absolute configuration of (1,5-cyclooctadiene)-(2S,3S)-2,3-bis(diphenylphosphino)butanerhodium(I) perchlorate tetrahydrofuran solvate

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A process for preparing O-aryl phosphate acyl substituted phenol derivatives of the new method (by machine translation)

The invention provides a high-efficiency, high-selective synthesis of different substituted functional group containing O-aryl phosphate acyl substituted phenol derivatives, its water is adopted as a catalyst, containing P (O)- H key of the diaryl phosphorus oxygen apperception compound with 4, 4 – dimethoxy – 2, 5 – cyclohexadiene – 1 – ketone compound as the reaction substrate, the reaction system by adding the organic solvent. The advantage of this method: cheap and easily obtained catalyst; the substrate has a high applicability; mild reaction conditions, safe and reliable; the resulting yield of the target product as high as 90% or more. The method solves the traditional synthetic organic O-aryl phosphate acyl substituted phenol derivatives poor selectivity of the reaction, the reaction step is tedious, the productivity is low and needs to be used for the environment of a harmful reagent and the like, it has good industrial application prospect. The invention also provides a corresponding different substituted functional group containing O-aryl phosphate acyl substituted phenol derivatives. (by machine translation)

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Reference£º
Phosphine ligand,
Chiral phosphine ligands in asymmetric synthesis. Molecular structure and absolute configuration of (1,5-cyclooctadiene)-(2S,3S)-2,3-bis(diphenylphosphino)butanerhodium(I) perchlorate tetrahydrofuran solvate

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Palladium-Catalyzed Cascade C?O Cleavage and C?H Alkenylation of Phosphinyl Allenes: An Expeditious Approach to 3-Alkenyl Benzo[b]phosphole Oxides

A phosphine oxide-directed intramolecular cyclization of phosphinyl allenes is established for the first time. The palladium-catalyzed intramolecular cyclization provides an unprecedented cascade C?O cleavage and direct C?H alkenylation toward novel 3-alkenyl benzo[b]phosphole oxides, along with broad group tolerance and high regioselectivity. Control experiments and mechanistic studies explain the sequential performance of C(sp3)-OAr cleavage and P=O directed C(sp2)-H activation. (Figure presented.).

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Reference£º
Phosphine ligand,
Chiral phosphine ligands in asymmetric synthesis. Molecular structure and absolute configuration of (1,5-cyclooctadiene)-(2S,3S)-2,3-bis(diphenylphosphino)butanerhodium(I) perchlorate tetrahydrofuran solvate

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Ni(II)-catalyzed enantioselective conjugate addition of acetylenes to alpha,beta-enones

(Figure presented) Alkynylaluminum reagents undergo enantloselective conjugate addition to cyclic alpha,beta-enones In the presence of chiral bisphosphine complexes of NI(II).

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Reference£º
Phosphine ligand,
Chiral phosphine ligands in asymmetric synthesis. Molecular structure and absolute configuration of (1,5-cyclooctadiene)-(2S,3S)-2,3-bis(diphenylphosphino)butanerhodium(I) perchlorate tetrahydrofuran solvate

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78871-05-3, Name is Di(naphthalen-2-yl)phosphine oxide, molecular formula is C20H15OP, belongs to chiral-phosphine-ligands compound, is a common compound. In a patnet, once mentioned the new application about 78871-05-3, Recommanded Product: 78871-05-3

Metal-free electrophilic phosphination of electron-rich arenes, arenols and aromatic thiols with diarylphosphine oxides

A new protocol for achieving the phosphination of arenes, arenols and thiols has been disclosed. This chemistry, in which diaryl(((trifluoromethyl)sulfonyl)oxy)phosphines as a kind of electrophilic phosphination reagents are in situ generated from diarylphosphine oxides, provides an efficient and mild approach for the synthesis of aromatic organophosphorus compounds.

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Reference£º
Phosphine ligand,
Chiral phosphine ligands in asymmetric synthesis. Molecular structure and absolute configuration of (1,5-cyclooctadiene)-(2S,3S)-2,3-bis(diphenylphosphino)butanerhodium(I) perchlorate tetrahydrofuran solvate