66325-70-0Relevant academic research and scientific papers
Alcohol-based Michaelis-Arbuzov reaction: An efficient and environmentally-benign method for C-P(O) bond formation
Ma, Xiantao,Xu, Qing,Li, Huan,Su, Chenliang,Yu, Lei,Zhang, Xu,Cao, Hongen,Han, Li-Biao
supporting information, p. 3408 - 3413 (2018/08/06)
The famous Michaelis-Arbuzov reaction is extensively used both in the laboratory and industry to manufacture tons of widely-used organophosphoryl compounds every year. However, this method and the modified Michaelis-Arbuzov reactions developed recently still have some limitations. We now report a new alcohol-version of the Michaelis-Arbuzov reaction that can provide an efficient and environmentally-benign method to address the problems of the known Michaelis-Arbuzov reactions. That is, a wide range of alcohols can readily react with phosphites, phosphonites, and phosphinites to give all the three kinds of phosphoryl compounds (phosphonates, phosphinates, and phosphine oxides) using an n-Bu4NI-catalyzed efficient C-P(O) bond formation reaction. This general method can also be easily scaled up and used for further synthetic transformations in one pot.
Synthetic method for alkyl group phosphorous acid diester compounds or alkyl group phosphinic acid ester compounds
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Paragraph 0094; 0095; 0096; 0097, (2017/04/26)
The invention discloses a synthetic method for alkyl group phosphorous acid diester compounds or alkyl group phosphinic acid ester compounds. According to the synthetic method, alcohols which are cheap, easy to get, wide in source, stable and low in toxicity serve as alkylating reagents, iodine salt which is cheap and easy to get serves as catalysts, no solvent is needed, and the alkyl group phosphorous acid diester compounds can be selectively directly obtained after a reaction. The reaction method is simple, the condition is mild, no organic solvent is needed and operation is simple. According to the method, the requirements for reaction conditions are low, various types of alcohols such as a benzyl group type, an allyl type and a fat type can be utilized as the alkylate reagents to implement the synthesis of different types of substituted alkyl group phosphorous acid diester, and the method can be further expanded to the synthesis of the alkyl group phosphinic acid ester compounds through the reaction between the substituted phosphonous acid diester and the alcohols.
Regioselective C-acylation of vinylphosphorus compounds through electroreduction or Mg-promoted reduction
Kyoda,Yokoyama,Maekawa,Ohno,Nishiguchi
, p. 1535 - 1538 (2007/10/03)
Either of electroreduction or Mg-promoted electron-transfer reaction of vinylphosphonate derivatives 1-4 in the presence of acid anhydrides 5a-c or acid chlorides 15b,c brought about regioselective C-acylation to give the corresponding β-acylphosphonates 3 in good yields. The reaction may be initiated through one-electron transfer from either a cathode or Mg metal to a substrate to give the corresponding anion radical, which is then subjected to electrophilic attack of an acylating agent, followed by the fast second electron-transfer.
Synthesis of α-Fluorovinylphosphonates
Blackburn, G. Michael,Parratt, Martin J.
, p. 1417 - 1424 (2007/10/02)
A new general synthesis of α-fluorovinylphosphonates is provided by a Wadsworth-Emmons condensation of tetra-alkyl fluoromethylenebisphosphonates (1) with aldehydes and ketones.The reaction shows useful stereoselectivity favouring the less-hindered alkene
The Synthesis of α-Fluorovinylphosphonates
Blackburn, G. Michael,Parratt, Martin J.
, p. 1270 - 1271 (2007/10/02)
A general synthesis of α-fluorovinylphosphonates results from Wadsworth-Emmons condensation of tetra-alkyl fluoromethylenebisphosphonates with aldehydes and ketones with stereoselectivity favouring the less hindered product which can be reduced to give α-
