87750-67-2

Upstream product

• 1660-94-2 Tetraethyl methylenediphosphonate 
• 123-11-5 4-methoxy-benzaldehyde 
• 104-92-7 1-bromo-4-methoxy-benzene 
• 682-30-4 Diethyl vinylphosphonate 
• 100-07-2 4-methoxy-benzoyl chloride 
• 696-62-8 para-iodoanisole 
• 814-49-3 diethyl chlorophosphate 
• 768-60-5 4-methoxyphenylacetylen 
• 459-64-3 4-methoxybenzenediazonium tetrafluoroborate 
• 637-69-4 4-Methoxystyrene 
• 762-04-9 phosphonic acid diethyl ester 
• 5720-07-0 4-methoxyphenylboronic acid 
• 873061-54-2 (E)-2-(diethoxyphosphoryl)-3-(4-methoxyphenyl)acrylic acid 
• 3179-10-0 (E)-1-methoxy-4-(2-nitrovinyl)benzene 

Downstream Products

• 97006-85-4 [1,2-Dihydroxy-2-(4-methoxy-phenyl)-ethyl]-phosphonic acid diethyl ester 
• 164358-21-8 diethyl (1S,2S)-1,2-dihydroxy-2-(4-methoxyphenyl)ethylphosphonate 
• 251920-77-1 (S)-(1R*,2R*)-diethyl [1-hydroxy-2-(p-methoxyphenyl)-2-(p-toluenesulfonamido)ethyl]phosphonate 
• 199392-70-6 (S)-(1R*,2R*)-diethyl [1-hydroxy-2-(p-methoxyphenyl)-2-(O-ethylcarbamyl)ethyl]phosphonate 
• 251921-07-0 (S)-(1R*,2R*)-diethyl [1-methanesulfonyloxy-2-(p-methoxyphenyl)-2-(O-ethylcarbamyl)ethyl]phosphonate 
• 251921-05-8 (S)-(1R*,2R*)-diethyl [1-methanesulfonyloxy-2-(p-methoxyphenyl)-2-(p-toluenesulfoamido)ethyl]phosphonate 
• 202476-53-7 (4S,5S)-4-diethylphosphono-5-(4-methoxyphenyl)-2,2-dimethyl-1,3-dioxolane 
• 4136-21-4 p-methoxybenzoylmethanol 

Relevant academic research and scientific papers

Stereoselective and convenient synthesis of diethyl (E)-α-triphenylstannyl or (Z)-α-tributylstannyl α-alkenylphosphonates

Diethyl (E)-α-triphenylstannyl or (Z)-α-tri-n-butylstannyl α-alkenylphosphonates are conveniently and stereoselectively prepared using a 'tin-Peterson-like' reaction. Protonolysis of the carbon-tin-bond of α-tributylstannyl derivatives proved to be easy a

Decarbonylative Phosphorylation of Carboxylic Acids via Redox-Neutral Palladium Catalysis

We describe the direct synthesis of organophosphorus compounds from ubiquitous aryl and vinyl carboxylic acids via decarbonylative palladium catalysis. The catalytic system shows excellent scope and tolerates a wide range of functional groups (>50 examples). The utility of this powerful methodology is highlighted in the late-stage derivatization directly exploiting the presence of the prevalent carboxylic acid functional group. DFT studies provided insight into the origin of high bond activation selectivity and P(O)-H isomerization pathway.

TEMPO and Silver-Mediated Intermolecular Phosphonylation of Alkenes: Stereoselective Synthesis of (E)-Alkenylphosphonates

An efficient method was developed towards the synthesis of alkenylphosphonates from simple olefins and phosphonate diesters. This method was enabled by the use of cheap and commercially available silver salts and TEMPO. This method exhibits of good functional group tolerance, specific (E)-selectivity for all olefins and vinyl selectivity for aliphatic olefins. A radical mechanism was proposed, and TEMPO was involved in the product formation step.

Cu(i)/Fe(III)-Catalyzed C-P cross-coupling of styrenes with H-phosphine oxides: A facile and selective synthesis of alkenylphosphine oxides and β-ketophosphonates

Cu(i)/Fe(iii)-Catalyzed phosphorylation and oxyphosphorylation of styrenes with H-phosphonates which can be controlled by varying the reaction temperature are developed. This study offers a new and expedient strategy for the synthesis of useful alkenylphosphine oxides and β-ketophosphonates in satisfactory yields. Moreover, the transformation is proposed to proceed via a radical process and exhibits a broad substrate scope and good functional group tolerance.

A (E) - 2-aryl ethylene cinnamenyl method for preparing ester derivative

The invention discloses method for preparing (E)-2-aryl vinyl phosphonate derivatives. The method comprises the specific following steps of dissolving 1-nitro-2-aryl-vinyl derivatives, a phosphorus reagent, an accelerator manganese acetate and a catalyst copper acetate in a solvent and reacting at 20-100 DEG C to obtain the (E)-2-aryl vinyl phosphonate derivatives. According to the method disclosed by the invention, the 1-nitro-2-aryl-vinyl derivatives are adopted as starting materials, the raw materials are easily available and have multiple varieties; the products obtained by the method disclosed by the invention are multiple and can be directly applied and can be also used for other further reaction; according to the method, the use of precious metal reagents and other additives is avoided; and meanwhile, the synthetic route is short, reaction conditions are mild, the reaction operation and post-treatment process are simple, the yield is high and the method is suitable for scale production.

Silver-catalyzed synthesis of 2-arylvinylphosphonates by cross-coupling of β-nitrostyrenes with: H -phosphites

An efficient protocol for stereoselective synthesis of 2-arylvinylphosphonates has been developed via AgNO3-catalyzed cross-coupling of β-nitrostyrenes with dialkyl H-phosphites under mild conditions. By losing the nitro group of β-nitrostyrene

Cross-metathesis reaction of functionalized and substituted olefins using group 8 transition metal carbene complexes as metathesis catalysts

The invention pertains to the use of Group 8 transition metal carbene complexes as catalysts for olefin cross-metathesis reactions. In particular, ruthenium and osmium alkylidene complexes substituted with an N-heterocyclic carbene ligand are used to catalyze cross-metathesis reactions to provide a variety of substituted and functionalized olefins, including phosphonate-substituted olefins, directly halogenated olefins, 1,1,2-trisubstituted olefins, and quaternary allylic olefins. The invention further provides a method for creating functional diversity using the aforementioned complexes to catalyze cross-metathesis reactions of a first olefinic reactant, which may or may not be substituted with a functional group, with each of a plurality of different olefinic reactants, which may or may not be substituted with functional groups, to give a plurality of structurally distinct olefinic products. The methodology of the invention is also useful in facilitating the stereoselective synthesis of 1,2-disubstituted olefins in the cis configuration.

Stereoselective synthesis of vinylphosphonates and phosphine oxides via silver-catalyzed phosphorylation of styrenes

An efficient and stereoselective synthesis of vinylphosphonates and phosphine oxides was developed starting from styrenes using AgNO3 as the catalyst and K2S2O8 as the oxidant. The success of the reaction was fo

Manganese(iii)-mediated alkenyl Csp2-P bond formation from the reaction of β-nitrostyrenes with dialkyl phosphites

Mn(OAc)3-mediated tandem phosphonyl radical addition to β-nitrostyrenes followed by denitration to form (E)-2-alkenyl phosphonates in good yield is described.

Synthesis of diethyl 2-(aryl)vinylphosphonates by the Heck reaction catalysed by well-defined palladium complexes

Pd-catalysed procedures for the direct Heck arylation of diethyl vinylphosphonate with various aryl or heteroaryl halides toward the synthesis of diethyl 2-(aryl)vinylphosphonates are reported. Several homogeneous catalytic systems (i.e. Herrmann palladacycle, Nolan (NHC)-palladium catalyst, Pd(OAc)2/PPh3) were used and compared within the study. High conversions and selectivities were achieved under optimised conditions (2 mol% [Pd], NMP, K2CO3, 140 °C) whatever the homogeneous catalyst used.