74152-49-1

Upstream product

• 78-38-6 ethylphosphonic acid diethyl ester 
• 100-52-7 benzaldehyde 
• 814-49-3 diethyl chlorophosphate 
• 17911-19-2 (2-Phenyl-1-trimethylsilyloxyethan)-phosphonsaeurediethylester 
• 74-88-4 methyl iodide 
• 762-04-9 Diethyl phosphonate 
• 22894-35-5 2-oxo-1-phenylpropylphosphonate de diethyle 
• 591-50-4 iodobenzene 
• 20170-34-7 diethyl 2-isopropenylphosphonate 
• 122-52-1 triethyl phosphite 
• 705-60-2 1-phenyl-2-nitroprop-1-ene 
• 762-04-9 phosphonic acid diethyl ester 
• 873-66-5 1-propenylbenzene 
• 14467-94-8 diethyl <(trimethylsilyl)methyl>phosphonate 

Relevant academic research and scientific papers

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.

Diastereoselective synthesis of 2-amino-4-phosphonobutanoic acids by conjugate addition of lithiated schoellkopf's bislactim ethers to vinylphosphonates

Conjugate additions of lithiated bislactim ethers derived from cyclo-[Gly-Val] and cyclo-[Ala-Val] to α, β, or α,β -substituted vinylphosphonates allow direct and stereoselective access to a variety of 3- or 4-monosubstituted and 2,3-, 2,4-, or 3,4-disubstituted 2-amino-4-phosphonobutanoic acids (AP4 derivatives) in enantiomerically pure form. The relative stereochemistry was assigned by X-ray diffraction analysis or NMR study of 1,2-oxaphosphorinane derivatives. Competitive eight-membered "compact" and "relaxed" transition-state structures are invoked to rationalize the stereochemical outcome of the conjugate additions.

Synthesis of (E)- and (Z)-alkenylphosphonates using vinylboronates

(Matrix presented) (E)- and (Z)-alkenylphosphonates have been prepared stereospecifically via the reaction of vinylboronate esters with triethyl phosphite in the presence of palladium acetate.

Palladium-Catalyzed Arylation of Vinyl- and α-Substituted Vinylphosphonates

Arylation of vinyl- and α-substituted vinylphosphonates by various arylating agents, in particular, aryl iodides and aroyl chlorides, in aqueous-organic media, catalyzed by "ligand-free" palladium, is a simple route to E-β-arylvinylphosphonates.

A new synthesis of vinyl phosphonates from α-phenyl β-oxo phosphonates and dialkyl phosphite

Reaction of 1-phenyl-2-oxo phosphonates with dialkyl phosphite sodium salt gave (E) vinyl phosphonates in good yield.

A One Step Generation of α-Lithiotrimethylsilylalkanephosphonates. A New Preparative Route to Dialkyl 1-(Trimethylsilyl)alkanephosphonates and Vinylphosphonates

Chlorotrimethylsilane phosphonoalkylation in the presence of lithium diisopropylamide (LDA) in excess leads to the generation of an α-silyl α-phosphonyl carbanion which can be protonated, alkylated or converted into vinylphosphonates.

ALKYLIDENEDIPHOSPHONATES ET VINYLPHOSPHONATES: UNE DEMARCHE SYNTHETIQUE SELECTIVE PAR VOIE CARBANIONIQUE

Phosphonoalkylation of acylchloro-phosphates or -phosphinates in the presence of excess lithium diisopropylamide leads to direct generation of lithiated methylenediphosphonate anions.This stable type of anion can be either protonated in acidic medium to provide tetrasubstituted methylenediphosphonate or alkylated.When aliphatic or aromatic aldehydes are added spontaneous formation of vinylphosphonates is observed.This process is a simple and convenient route to diphosphonic as well as to vinylphosphonic compounds.

CONVERSION DIRECTE "IN SITU" DES ALKYL EN VINYLPHOSPHONATES.

Phosphorus acyl chlorides phosphonoalkylation leads to the direct generation of alkylidenediphosphonates anions convertible into vinylphosphonates.

Silyl Phosphites. XVIII. Versatile Utility of α-(Trimethylsilyloxy)-alkylphosphonates as Key Intermediates for Transformation of Aldehydes into Several Carbonyl Derivatives

Carbonyl addition compounds of diethyl trimethylsilyl phosphite (DTMSP) with aldehydes were converted, by treatment with lithium diisopropylamide (LDA) followed by the successive alkylation and alkaline hydrolysis, to carbonyl derivatives involving aldehydes, unsymmetrical ketones, β,γ-unsaturated ketones, and carboxylic acids. β-Substituted carboxylic esters and γ-substituted lactones were prepared by use of the carbonyl addition compounds of DTMSP with α,β-unsaturated aldehydes.