3450-65-5Relevant academic research and scientific papers
A process for preparing β - carbonyl phosphine ester method
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Paragraph 0078; 0079; 0080; 0081; 0082; 0083, (2017/07/31)
The invention discloses a method for synthesizing beta-carboxyl phosphate from alkyne or alkynyl carboxylic compounds and phosphite ester in the presence of copper/iron salt serving as catalysts and molecular oxygen serving as an oxidant. According to the method, multifunctional beta-carboxyl phosphate is obtained by virtue of a novel method having wide substrate range in the presence of the inexpensive catalysts (copper salts and iron salts) in oxygen, which is in a sharp contrast with previously reported view that alkyne cannot act in the presence of molecular oxygen. The method disclosed by the invention has the advantages of mild reaction conditions, easily available raw materials, good compatibility with various reactants, strong practicality and high yield and can be widely applied to various functional reactions.
β-Ketophosphonate formation via aerobic oxyphosphorylation of alkynes or alkynyl carboxylic acids with H-phosphonates
Zhou, Mingxin,Chen, Ming,Zhou, Yao,Yang, Kai,Su, Jihu,Du, Jiangfeng,Song, Qiuling
supporting information, p. 1786 - 1789 (2015/04/14)
A synergistic Cu/Fe-catalyzed aerobic oxyphosphorylation of alkynes or alkynyl carboxylic acids with H-phosphonate is disclosed. The useful β-ketophosphonate products were obtained in good yields under oxygen atmosphere in a novel way. This reaction exhibits a wide substrate scope, and the mechanistic experiments indicate that a radical mechanism forms both C-P and C=O bonds simultaneously. This mechanism contrasts existing aerobic difunctionalization of alkynes.
Acylation of diethyl phosphonoacetic acid via the MgCl2/Et3N system: A practical synthesis of β-keto phosphonates
Corbel, Bernard,L'Hostis-Kervella, Isabelle,Haelters, Jean-Pierre
, p. 609 - 618 (2007/10/03)
A one pot simple procedure for the synthesis of β-keto phosphonates has been developed using the MgCl2/Et3N base system to generate the magnesium enolate of diethyl phosphonoacetic acid. This intermediate reacts with acid chlorides or imidazolides to give, after workup, the title compounds in good yields.
Solid phase acylation of phosphonoacetates: Synthesis of β-keto phosphonates from polymer bound phosphonoacetate
Kim, Dae Young,Suh, Ki Hyung
, p. 1271 - 1275 (2007/10/03)
Solid phase synthesis of phase synthesis of β-keto phosphonates, via acylation reaction of polymer bound phosphoacetate with carboxylic acid chlorides in the presence of magnesium chloride-triethylamine followed by cleavage of resin with concomitant decarboxylation, is described.
Acylation of in situ generated trimethylsilyl diethylphosphonoacetate using magnesium chloride-triethylamine: a practical synthesis of β-keto phosphonates
Kim, Dae Young,Kong, Myeon Sik,Lee, Kilsung
, p. 1360 - 1364 (2007/10/03)
In situ generated trimethylsilyl diethylphosphonoacetate from diethyl phosphonoacetic acid can be acylated with carboxylic acid chlorides in the presence of magnesium chloride to prepare a variety of β-keto phosphonates.This synthetic methods is suitable for the preparation of β-keto phosphonates in the laboratory and also for large-scale production.
A new synthesis of β-keto phosphonate from aryl epoxysulfones and dialkyl hydrogen phosphite
Koh, Young Joo,Oh, Dong Yung
, p. 2147 - 2148 (2007/10/02)
Reaction of α-subtituted arylsulfonyl epoxide with diethyl phosphite sodium salt gave β-keto phosphonate in good yield.
PREPARATION QUASI QUANTITATIVE DE PHOSPHONATES β-CARBONYLES PAR L'EMPLOI D'UNE BASE RELAIS, LE DIPAL
Aboujaoude, Elie Elia,Collignon, Noel,Teulade, Marie-Paule,Savignac, Philippe
, p. 57 - 62 (2007/10/02)
Preparation of oxo-2 alkylphosphonates by anionic route is a process of limited scope.The low yields often encountered in the initial phosphonylation step are certainly due to regeneration of the departure phosphonate through acid-base exchanges.This drawback can be overcome by proper choice of the metalating agent.The use of LDA makes the procedure efficient and most stoechiometric, and it lends itself to the preparation of a wide range of β-ketophosphonates free of by-products.
