10557-66-1

Upstream product

• 6372-44-7 (dibutyl)(phenyl)phosphine 
• 109-65-9 1-bromo-butane 
• 4124-92-9 dibutyl chlorophosphite 
• 82123-74-8 phenylphosphonous acid dichloride; compound with aluminium trichloride (1:1) 
• 102-85-2 tri-n-butyl phosphite 
• 109-47-7 dibutyl hydrogen phosphite 
• 109-69-3 n-Butyl chloride 
• 542-69-8 1-iodo-butane 
• 1079-66-9 chloro-diphenylphosphine 
• 824-72-6 P,P-dichlorophenylphosphine oxide 
• 94616-73-6 n-butylcerium dichloride 
• 109-72-8 n-butyllithium 
• 4455-77-0 (methoxymethyl)diphenylphosphine oxide 
• 71-43-2 benzene 

Downstream Products

• 6372-44-7 (dibutyl)(phenyl)phosphine 

Relevant academic research and scientific papers

A novel carbon leaving group in the reaction of organometallic compounds with phosphine oxides

The reaction of diphenyl(methoxymethyl)phosphine oxide 1 with organometallic reagents was found to lead to substitution of the methoxymethyl group. The P-phenyl substituent showed a lower propensity to undergo a displacement.

Efficient nickel-catalyzed phosphinylation of C-S bonds forming C-P bonds

The first nickel-catalyzed phosphinylation of C-S bonds forming C-P bonds is developed. This transformation can proceed readily with the simple Ni(cod)2 at a loading down to 0.1 mol% at the 10 mmol scale. A variety of aryl sulfur compounds, i.e. sulfides, sulfoxides and sulfones all couple with P(O)-H compounds to produce the corresponding organophosphorus compounds in high yields, which provides an efficient new method for the construction of C-P bonds.

Nickel-catalyzed phosphorylation of aryl triflates with P([Formula presented] compounds

A nickel-catalyzed phosphorylation of aryl triflates with P([Formula presented] compounds is disclosed. This reaction can proceed smoothly under a mild reaction condition, producing the corresponding aryl phosphorus compounds in good to high yields.

The Trityl-Cation Mediated Phosphine Oxides Reduction

Reduction of phosphine oxides into the corresponding phosphines using PhSiH3 as a reducing agent and Ph3C+[B(C6F5)4]? as an initiator is described. The process is highly efficient, reducing a broad range of secondary and tertiary alkyl and arylphosphines, bearing various functional groups in generally good yields. The reaction is believed to proceed through the generation of a silyl cation, which reaction with the phosphine oxide provides a phosphonium salt, further reduced by the silane to afford the desired phosphine along with siloxanes. (Figure presented.).

Selective C-P(O) Bond Cleavage of Organophosphine Oxides by Sodium

Sodium exhibits better efficacy and selectivity than Li and K for converting Ph3P(O) to Ph2P(OM). The destiny of PhNa co-generated is disclosed. A series of alkyl halides R4X and aryl halides ArX all react with Ph2P(ONa) to produce the corresponding phosphine oxides in good to excellent yields.

Palladium-catalyzed solvent-free preparation of arylphosphonates Arp(O)(OAr)2 from (Aro)3p via the Michaelis-Arbuzov rearrangement

The Pd-catalyzed Michaelis-Arbuzov rearrangement of triaryl phosphites to produce the corresponding arylphosphonates in good to excellent yields is disclosed. In comparison to the traditional methods, this new method is highly atom efficient and is general, as it can be readily extended to aryl phosphonites and phosphinites. A gram-scale reaction of (PhO)3P to PhP(O)(OPh)2 with low loading of the catalyst was also demonstrated to show its potentially practical usefulness. A plausible mechanism is proposed.

General Oxidative Aryl C-P Bond Formation through Palladium-Catalyzed Decarbonylative Coupling of Aroylhydrazides with P(O)H Compounds

Oxidative C-C/P-H cross-coupling is achieved via Pd-catalyzed decarbonylative cross-coupling of aroylhydrazides with P(O)H compounds. The unique cooperative reaction system, especially the Br?nsted acid and bidentate phosphine ligand, allows the selective activation of the inert C-C bond and the suppression of the undesired oxidation and coordination of >P(O)-H compounds, leading to a general oxidative synthesis of aryl phosphorus compounds from easily available substrates.

Mild and efficient oxidation of phosphorus(III) compounds with Selectfluor

A novel and efficient oxidation of phosphorus(III) compounds with Selectfluor is described. The reactions smoothly led to the formation of tertiary phosphine oxides, phosphinates, and phosphonates in up to 99% yield under mild conditions in minutes.

Nickel-Catalyzed Phosphorylation of Phenol Derivatives via C-O/P-H Cross-Coupling

An efficient nickel-catalyzed phosphorylation of phenol derivatives with P(O)-H compounds via C-O/P-H cross-coupling is described. Under the reaction conditions, various phenyl pivalates coupled readily with hydrogen phosphoryl compounds to afford the corresponding coupling products aryl phosphonates and aryl phosphine oxides in good to high yields.

Copper-Catalyzed Addition of H-P(O) Bonds to Arynes

An efficient P-arylation of secondary phosphine oxides has been achieved through the ligand-free copper-catalyzed addition of H-P(O) bonds to in situ generated arynes at room temperature. This transformation provides a straightforward route to the formation of the aryl-P bond with wide functional group compatibility, which produces arylphosphine oxides in up to 99% yield.