Category: 4141-48-4

Lu, Xiyan published the artcileAllylic carbon-phosphorus bond formation catalyzed by nickel complexes, Computed Properties of 4141-48-4, the publication is Journal of Molecular Catalysis (1987), 41(1-2), 235-43, database is CAplus.

Formation of allylic carbon-phosphorus bonds catalyzed by nickel(0) complexes are described. The method describes the nickel(0)-catalyzed reaction of allylic acetates or carbonates with HP(O)R¹R² (R¹,R² = alkyl, aryl or alkoxy group) in the presence of N,O-bis(trimethylsilyl)acetamide. Phosphinates and phosphine oxides can be synthesized in a similar way. The mechanism of the reaction is briefly discussed.

Journal of Molecular Catalysis published new progress about 4141-48-4. 4141-48-4 belongs to catalysis-chemistry, auxiliary class Aryl phosphine ligand,Mono-phosphine Ligands, name is Allyldiphenylphosphine oxide, and the molecular formula is C15H15OP, Computed Properties of 4141-48-4.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia

Nicolaou, K. C. published the artcileRapid access to complex molecular architectures via o-azaquinones, Category: catalysis-chemistry, the publication is Angewandte Chemie, International Edition (2001), 40(11), 2145-2149, database is CAplus and MEDLINE.

Complex analogs I and II of pseudopterosin and elisabethin natural products, resp., were prepared in a single step from the amidoaryldiene 4-[Me₂CHC(:O)NH]C₆H₄(CH₂)₃CH:CHCH:CH₂ (III) in a single step by oxidation with the Dess-Martin periodinane, allowing rapid access to natural product analogs from simple starting materials. E.g., III was prepared in 5 steps and 72% overall yield from 4-(4-aminophenyl)butanoic acid by LAH reduction of the acid to a primary alc., acylation of both the aniline and alc. moieties with isobutyryl chloride followed by hydrolysis of the ester with sodium hydroxide in methanol, oxidation of the primary alc. with o-iodooxybenzoic acid, and Horner-Wittig olefination of the aldehyde with di-Ph allyl phosphine oxide. E.g., treatment of III with 4 equivalent of the Dess-Martin periodinane and 2 equivalent of water presumably generated the key ortho-azaquinone moiety in situ; oxidation of the o-azaquinone followed by intramol. Diels-Alder cycloaddition gave benz[d]indene dione (and elisabethin analog) II in 25% yield, while intramol. Diels-Alder cycloaddition followed addition of water to the remaining imine moiety gave hexahydrophenalenone derivative (and pseudopterosin analog) I in 28% yield. I could be functionalized with various reagents to give various polycyclic natural product-like derivatives Condensation of I with aryl amines in the presence of pyridinium tosylate yielded aromatized derivatives IV [R = 2-HO-5-MeC₆H₃, 5-indazolyl, 2-(EtO₂C)C₆H₄, Ph] in 45-84% yields, while treatment of I with the hydrochlorides of amino acid esters R¹CH(NH₂)CO₂Me [R¹ = 4-HOC₆H₄, PhCH₂, Me₂CH, EtO₂CCH₂CH₂, Me, MeSCH₂CH₂, CbzNH(CH₂)₄] in the presence of pyridinium tosylate gave the fused oxazinones V in 49-80% yields, and condensation of I with diamines gave pyrazine derivatives such as VI in 73-94% yields. Condensation of I with nonracemic 1,2-aminoalcs. in the presence of pyridinium tosylate gave spirooxazole derivatives such as VII in 66-87% yields. Oxazinone and pyrazine fused derivatives such as VI can be aromatized by heating in air in either DMF or toluene solution The solid-phase preparation of combinatorial libraries of natural product-like compounds such as I and its functionalized derivatives is being explored (no data).

Angewandte Chemie, International Edition published new progress about 4141-48-4. 4141-48-4 belongs to catalysis-chemistry, auxiliary class Aryl phosphine ligand,Mono-phosphine Ligands, name is Allyldiphenylphosphine oxide, and the molecular formula is C15H15OP, Category: catalysis-chemistry.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia

Han, Li-Biao published the artcileStereospecific Addition of H-P Bond to Alkenes: A Simple Method for the Preparation of (R_P)-Phenylphosphinates, Related Products of catalysis-chemistry, the publication is Journal of Organic Chemistry (2005), 70(24), 10121-10123, database is CAplus and MEDLINE.

Functionalized chiral at phosphorus optically pure (R_P)-alkylphenylphosphinates were prepared by stereospecific radical or base-catalyzed additions of the easily available (R_P)-menthyl phenylphosphinate to 1-alkenes. Addition of (R_P)-(RO)PO(H)Ph [1, R = (-)-menthyl] to alkenes CH₂:CHR¹ gave (R_P)-(RO)PO(CH₂CH₂R¹)Ph [2a, 2c–l; R¹ = C₆H₁₃, (CH₂)₄OH, OBu, SPh, PPh₂, POPh₂, PO(OEt)₂, Si(OEt)₃, SnBu₃, CH₂POPh₂, 3-cyclohexen-1-yl], the same reaction conditions applied to internal alkenes gave (R_P)-(RO)POR²Ph (2m–r; R² = 3-tetrahydrofuranyl, 3-tetrahydropyranyl, CH₂CHMeOAc, 2-norbornyl, cyclohexyl, cyclopentyl). Stereospecific Michael addition of 1 to electroneg. alkenes CH₂:CHR³ was achieved in the presence of R⁴OMgCl (R⁴ = Et, ⁱPr, ^tBu, (-)-menthyl) as base catalysts, affording (R_P)-(RO)PO(CH₂CH₂R³)Ph [2h, 2s,t; R³ = PO(OEt)₂, CN, CO₂Me]. Absolute phosphorus configuration of the products 2 was determined by addition of 1 with (R_P)-(RO)PO(CH:CH₂)Ph, which gave (R_P,R_P)-(RO)POPhCH₂CH₂POPh(OR).

Journal of Organic Chemistry published new progress about 4141-48-4. 4141-48-4 belongs to catalysis-chemistry, auxiliary class Aryl phosphine ligand,Mono-phosphine Ligands, name is Allyldiphenylphosphine oxide, and the molecular formula is C15H15OP, Related Products of catalysis-chemistry.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia

Khachatryan, R. H. published the artcilePhase-transfer catalysis in synthesis of unsaturated phosphine oxides, SDS of cas: 4141-48-4, the publication is Khimicheskii Zhurnal Armenii (1999), 52(1-2), 77-84, database is CAplus.

Unsaturated tertiary phosphine oxides were prepared in 51-93% yields by reaction of R₂P(O)H (R = Ph, Et) with alkenyl or alkynyl halides, e.g., CH₂:CHCH₂Br, ClCH₂CH:CMe₂, ClCH₂CH:C(Me)Cl, ClCH₂Cú·CMe, ClCH₂Cú·CH, ClCH₂CH:CH₂, in C₆H₆ containing a catalytic amount of Katamine AB and excess KOH or K₂CO₃. The nature of the base affects the structure of the products obtained. Effective methods for synthesis of tertiary phosphine oxides with 1- and 2-propenyl, substituted 2-propenyl, 1,2-propadienyl, 1-propynyl and 2-butynyl groups were worked out. A higher tendency for isomerization of diphenyl-2-propynyl-phosphine oxide as compared with the di-Et analog was observed Use of phase-transfer catalysis for synthesis of unsaturated tertiary phosphine oxides is preferable to a superbasic medium.

Khimicheskii Zhurnal Armenii published new progress about 4141-48-4. 4141-48-4 belongs to catalysis-chemistry, auxiliary class Aryl phosphine ligand,Mono-phosphine Ligands, name is Allyldiphenylphosphine oxide, and the molecular formula is C15H15OP, SDS of cas: 4141-48-4.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia

Zhang, Xiao-Ming published the artcileAllylic Arylation of 1,3-Dienes via Hydroboration/Migrative Suzuki-Miyaura Cross-Coupling Reactions, Application In Synthesis of 4141-48-4, the publication is ACS Catalysis (2018), 8(7), 6094-6099, database is CAplus.

The hydroboration/Pd-catalyzed migrative Suzuki-Miyaura cross-coupling of 1,3-dienes with electron-deficient aryl halides has been developed, which enables the synthesis of branched allylarenes directly from primary homoallylic alkyl boranes. A ligand-tuned linear- or branch-selective coupling for these aryl halides has also been achieved.

ACS Catalysis published new progress about 4141-48-4. 4141-48-4 belongs to catalysis-chemistry, auxiliary class Aryl phosphine ligand,Mono-phosphine Ligands, name is Allyldiphenylphosphine oxide, and the molecular formula is C16H12O, Application In Synthesis of 4141-48-4.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia

Yang, Bin published the artcileSynthesis of Difluoroalkylated Arenes by Hydroaryldifluoromethylation of Alkenes with ¦Á,¦Á-Difluoroarylacetic Acids under Photoredox Catalysis, Product Details of C15H15OP, the publication is Organic Letters (2016), 18(22), 5956-5959, database is CAplus and MEDLINE.

A visible-light-induced hydroaryldifluoromethylation of alkenes with ¦Á,¦Á-difluoroarylacetic acids for preparation of difluoroalkylated arenes has been developed. This reaction proceeds through the hypervalent iodine reagent promoted decarboxylation and subsequent radical hydroaryldifluoromethylation.

Organic Letters published new progress about 4141-48-4. 4141-48-4 belongs to catalysis-chemistry, auxiliary class Aryl phosphine ligand,Mono-phosphine Ligands, name is Allyldiphenylphosphine oxide, and the molecular formula is C4H5BN2O2, Product Details of C15H15OP.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia

Lin, Qing-Yu published the artcileVisible light-induced selective hydrobromodifluoromethylation of alkenes with dibromodifluoromethane, Application of Allyldiphenylphosphine oxide, the publication is Organic & Biomolecular Chemistry (2015), 13(32), 8740-8749, database is CAplus and MEDLINE.

A visible light-induced selective hydrobromodifluoromethylation of alkenes using CF₂Br₂ was developed. This transformation proceeded smoothly in the presence of catalytic Eosin Y at room temperature to give various hydrobromodifluoromethylated compounds with broad functional group tolerance.

Organic & Biomolecular Chemistry published new progress about 4141-48-4. 4141-48-4 belongs to catalysis-chemistry, auxiliary class Aryl phosphine ligand,Mono-phosphine Ligands, name is Allyldiphenylphosphine oxide, and the molecular formula is C15H15OP, Application of Allyldiphenylphosphine oxide.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia

Lin, Qing-Yu published the artcileVisible-Light-Induced Hydrodifluoromethylation of Alkenes with Bromodifluoromethylphosphonium Bromide, Formula: C15H15OP, the publication is Angewandte Chemie, International Edition (2016), 55(4), 1479-1483, database is CAplus and MEDLINE.

Bromodifluoromethylphosphonium bromide was solely used as the precursor of difluorocarbene. Herein, an unprecedented visible-light-induced hydrodifluoromethylation of alkenes with bromodifluoromethylphosphonium bromide using H₂O and THF as hydrogen sources for the synthesis of difluoromethylated alkanes is described. This difluoromethylation is characterized by mild reaction conditions, ready availability of reagents, and excellent functional-group tolerance.

Angewandte Chemie, International Edition published new progress about 4141-48-4. 4141-48-4 belongs to catalysis-chemistry, auxiliary class Aryl phosphine ligand,Mono-phosphine Ligands, name is Allyldiphenylphosphine oxide, and the molecular formula is C15H15OP, Formula: C15H15OP.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia

Liu, Yongan published the artcileTrifluoromethylfluorosulfonylation of Unactivated Alkenes Using Readily Available Ag(O₂CCF₂SO₂F) and N-fluorobenzenesulfonimide, Recommanded Product: Allyldiphenylphosphine oxide, the publication is Angewandte Chemie, International Edition (2017), 56(48), 15432-15435, database is CAplus and MEDLINE.

Presented is a novel intermol. radical trifluoromethylfluorosulfonylation of unactivated alkenes under mild reaction conditions with good functional-group tolerance in the most atom-economic manner by using readily available Ag(O₂CCF₂SO₂F) and N-fluorobenzenesulfonimide (NFSI). Both the trifluoromethyl and sulfonyl groups in the products originate from Ag(O₂CCF₂SO₂F).

Angewandte Chemie, International Edition published new progress about 4141-48-4. 4141-48-4 belongs to catalysis-chemistry, auxiliary class Aryl phosphine ligand,Mono-phosphine Ligands, name is Allyldiphenylphosphine oxide, and the molecular formula is C15H15OP, Recommanded Product: Allyldiphenylphosphine oxide.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia

Takacs, James M. published the artcileCatalytic Iron-Mediated Enediene Carbocyclizations: Investigations into the Stereoselective Formation of Bicyclic Ring Systems, Name: Allyldiphenylphosphine oxide, the publication is Journal of Organic Chemistry (1995), 60(11), 3473-86, database is CAplus.

Trienes in which the requisite 1,3-diene and allylic ether moieties are appended to a pre-existing ring system afford bicyclic ring systems upon iron-catalyzed cyclization. The efficiency and stereoselectivity of the cyclization are dramatically influenced by the nature of the ring system to which the diene and alkene subunits are appended. Certain bicyclic ring systems are formed in good yield; most notably, substrates bearing a basic nitrogen are well-tolerated and certain indolizidine and quinolizidine ring systems are accessible using this methodol. The efficiency and stereoselectivity of the cyclization is also markedly dependent on the ligand used to modify the iron catalyst, and in this regard, a bisoxazoline-modified iron catalyst system is generally superior to what was the standard bipyridine-modified catalyst. In the course of these studies a difference spin polarization transfer (DSPT) experiment proved very useful for the stereochem. anal. of compounds that exhibit very crowded high field NMR spectra.

Journal of Organic Chemistry published new progress about 4141-48-4. 4141-48-4 belongs to catalysis-chemistry, auxiliary class Aryl phosphine ligand,Mono-phosphine Ligands, name is Allyldiphenylphosphine oxide, and the molecular formula is C10H10O4, Name: Allyldiphenylphosphine oxide.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia