142087-69-2

Upstream product

• 644-97-3 Dichlorophenylphosphine 
• 4073-31-8 (diethylamino)phenylchlorophosphine 

Downstream Products

• 142087-75-0 (-)-(R)-methyl phenyl(2,4,6-trimethylphenyl)phosphinate 
• 142087-76-1 (+)-(S)-methyl phenyl(2,4,6-trimethylphenyl)phosphinate 
• 142087-72-7 (+)-(S)-P-phenyl-P-(2,4,6-trimethylphenyl)phosphinamide 
• 142185-06-6 (-)-(R)-P-phenyl-P-(2,4,6-trimethylphenyl)phosphinamide 
• 142087-70-5 C₁₅H₁₆ClOP 
• 142087-71-6 C₃₀H₃₂O₃P₂ 
• 142087-73-8 (1R)-N-(1-phenylethyl)-(S_P)-P-phenyl-P-(2,4,6-trimethylphenyl)phosphinamide 
• 142087-74-9 (1R)-N-(1-phenylethyl)-(R_P)-P-phenyl-P-(2,4,6-trimethylphenyl) phosphinamide 

Relevant academic research and scientific papers

Ruthenium-catalyzed C-H activation/cyclization for the synthesis of phosphaisocoumarins

An efficient and cost-effective ruthenium-catalyzed oxidative cyclization of phosphonic acid monoesters or phosphinic acids with alkynes has been developed for the synthesis of a wide range of phosphaisocoumarins in good to excellent yields under aerobic conditions. A multitude of arylphosphonic acid monoesters and arylphosphinic acids having electron-donating and -withdrawing groups were oxidatively cyclized. Various diarylacetylenes, dialkylacetylenes, and alkylarylacetylenes effectively underwent the ruthenium-catalyzed oxidative cyclization. A substrate possessing benzoic acid as well as a phenylphosphonic monoester moiety was smoothly cyclized with hex-3-yne to afford a compound having both isocoumarin and phosphaisocoumarin moieties. Alkenylphosphonic monoester afforded phosphorus 2-pyrone through oxidative cyclization with alkyne. Competition experiments between diaryl- and dialkylalkynes and between diarylacetylenes having p-methoxy and p-chloro groups gave results which showed that the present oxidative cyclizations were not affected by the electronic effects of alkynes. Mechanistic studies revealed C-H bond metalation to be the rate-limiting step.

Rhodium-catalyzed oxidative C-H activation/cyclization for the synthesis of phosphaisocoumarins and phosphorous 2-pyrones

Rhodium-catalyzed cyclization of phosphinic acids and phosphonic monoesters with alkynes has been developed. The oxidative annulation proceeds with complete conversion of phosphinic acid derivatives and allowed the atom-economic preparation of useful phosphaisocoumarins with high yield and selectivity. The reaction is tolerant of extensive substitution on the phosphinic acid, phosphonic monoester and alkyne, including halides, ketone, and hydroxyl groups as substituents. Furthermore, we found that alkenylphosphonic monoesters proceed to give a wide range of phosphorus 2-pyrones through oxidative annulation with alkynes. Mechanistic studies revealed that Ci￡H bond metalation was the rate-limiting step. Copyright

The Synthesis of Optically Active P-Phenyl-P-(2,4,6-trimethylphenyl)phosphinamide and an X-Ray Structure of (-)-(1R)-N-(1-Phenylethyl)-(SP)-P-phenyl-P-(2,4,6-trimethylphenyl)phosphinamide

The primary phosphinic amide P-phenyl-P-(2,4,6-trimethylphenyl)phosphinamide has been prepared in optically active form (75percent enantiomeric excess) in six steps from dichlorophenylphosphine.The configuration of the intermediate N-(1-phenylethyl)-P-phenyl-P-(2,4,6-trimethylphenyl)phosphinamide has been established by an X-ray crystal structure determination of the minor diastereoisomer.This compound exhibits in the solid state two independent rotameric conformations about the P-N bond.Geometry optimisation by MNDO MO calculations refined these to the same rotamer having the nitrogen lone pair anticlinal to the P-O bond.