1942-82-1

Upstream product

• 259-79-0 bisbenzocyclobutene 
• 65567-06-8 lithium diphenylphosphide 
• 88652-74-8 (2-bromophenyl)diphenylphosphine oxide 
• 1088-00-2 9-phenyl-9-phosphafluorene 
• 98-80-6 phenylboronic acid 
• 2052-07-5 2-Bromobiphenyl 
• 1079-66-9 chloro-diphenylphosphine 
• 2113-51-1 2-iodobiphenyl 
• 4559-70-0 Diphenylphosphine oxide 
• 321-60-8 2-fluorobiphenyl 
• 1806-29-7 2,2'-dihydroxybiphenyl 
• 90-43-7 2-Phenylphenol 
• 17763-65-4 biphenyl-2-yl trifluoromethanesulfonate 
• 90-41-5 2-phenylaniline 

Downstream Products

• 843615-09-8 (2'-hydroxy-[1,1'-biphenyl]-2-yl)diphenylphosphine oxide 
• 1031-13-6 5-phenyl-5H-dibenzophosphole-5-oxide 

Relevant academic research and scientific papers

Phosphinylation of Non-activated Aryl Fluorides through Nucleophilic Aromatic Substitution at the Boundary of Concerted and Stepwise Mechanisms

Non-activated aryl fluorides reacted with potassium diorganophosphinites through a nucleophilic aromatic substitution (SNAr) reaction. Remarkably, both electron-neutral and electron-rich aryl fluorides participated in the reaction with substantially stabilized anionic P nucleophiles to form the corresponding tertiary phosphine oxides. Quantum chemical calculations suggested a nucleophile-dependent mechanism that involves both concerted and stepwise SNAr reaction pathways.

Cu/Picolinamides-Catalyzed Coupling of (Hetero)aryl Halides with Secondary Phosphine Oxides and Phosphite?

Some 4-hydroxy-picolinic acid derived amides were revealed as more efficient ligands for Cu-catalyzed coupling of (hetero)aryl halides with secondary phosphine oxides and phosphites. Only 3—5 mol% CuI and ligands were required to ensure coupling with a number of (hetero)aryl bromides and iodides to complete at 120 oC in 10—20 h.

Homogeneous Palladium-Catalyzed Selective Reduction of 2,2′-Biphenols Using HCO 2H as Hydrogen Source

An efficient homogeneous palladium-catalyzed selective deoxygenation of 2,2′-biphenols by reduction of aryl triflates with HCO 2H as the hydrogen source is reported. This protocol complements the current method based on heterogeneous Pd/C-catalyzed hydrogenation with hydrogen gas. This process provided the reduction products in good to excellent yields, which could be readily converted to various synthetically useful molecules, especially ligands for catalytic synthesis.

Radical arylation of triphenyl phosphite catalyzed by salicylic acid: Mechanistic investigations and synthetic applications

A straightforward and scalable methodology to synthesize diphenyl arylphosphonates at 20 °C within 1-2 h is reported using inexpensive SA as the catalytic promoter of the reaction. Mechanistic investigations suggest that the reaction proceeds via radical-radical coupling, consistent with the so-called persistent radical effect. The reaction tolerated a wide range of functional groups and heteroaromatic moieties. The synthetic usefulness and the unique reactivity of the obtained phosphonates were demonstrated in different one-step transformations.

Palladium-Catalyzed Direct Decarbonylative Phosphorylation of Benzoic Acids with P(O)–H Compounds

A direct decarbonylative phosphorylation of benzoic acids catalyzed by palladium was disclosed. Under the reaction conditions, a wide range of benzoic acids coupled readily with all the three kinds of P(O)–H compounds, i.e. secondary phosphine oxides, H-phosphinates and H-phosphonates, producing the corresponding organophosphorus compounds in good to high yields. This reaction could be conducted at a gram scale and applied in the late-stage phosphorylative modification of carboxylic acids drug molecules. These results well demonstrated the potential synthetic value of this new reaction in organic synthesis.

Ruthenium-Catalyzed Gram-Scale Preferential C-H Arylation of Tertiary Phosphine

A general protocol for site-preferential mono-C-H arylation of tertiary phosphine ligands catalyzed by a ruthenium(II) complex was devised. This protocol gives access to a series of modified Buchwald-biaryl monophosphines on a gram scale in moderate to excellent yields. A catalytic cycle is proposed derived from knowledge of the intermediates observed by ESI-MS. Importantly, these monoarylated products could be further transformed into dibenzophosphole derivatives.

Aromatic phosphorus oxide compounds and preparation method for aromatic phosphorus oxide medicines of same

The invention discloses a plurality of aromatic phosphorus oxide compounds and a preparation method of aromatic phosphorus oxide medicines of the same. The preparation method comprises the following steps: weighing 1.2 times equivalent of aromatic carboxy

P(O)R2-Directed Enantioselective C-H Olefination toward Chiral Atropoisomeric Phosphine-Olefin Compounds

An effective synthesis of chiral atropoisomeric biaryl phosphine-olefin compounds via palladium-catalyzed enantioselective C-H olefination has been developed for the first time. The reactions are operationally simple, tolerate wide functional groups, and have a good ee value. Notably, P(O)R2 not only acts as the directing group to direct C-H activation in order to make a useful ligand but also serves to facilitate composition of the product in a useful manner in this transformation.

Metal-Free Electrophilic Phosphination/Cyclization of Alkynes

A metal-free electrophilic phosphination reaction has been developed. Electrophilic phosphorus species generated in situ from secondary phosphine oxides and Tf2O smoothly couple with alkynes possessing pendant nucleophiles to afford the corresponding phosphinated cyclization products in good yield. Preliminary NMR studies show that phosphirenium species may be involved as intermediates of the cyclization reactions.

Palladium-catalyzed R2(O)P directed C(sp2)-H acetoxylation

A novel and efficient Pd-catalyzed C-H acetoxylation is described. The approach uses R2(O)P as a directing group to synthesize various substituted 2′-phosphorylbiphenyl-2-OAc compounds. Notably, the reaction exhibits smooth operation under mild conditions and shows good functional group tolerance. Products are obtained with high selectivity and yields. This journal is the Partner Organisations 2014.