867-13-0Relevant articles and documents
Reimann,Voss
, p. 2,8 (1977)
One-pot synthesis and antimicrobial of novel 6-ethoxy-6-oxido-3-oxo(thioxo) (imino)-5-substituted-2,7-dihydro-1,2,4-triazolo[3,4-e][1,2,3]diazaphospholes
Ali, Tarik E.,Assiri, Mohammed A.
, p. 965 - 969 (2021)
A series of novel 6-ethoxy-6-oxido-3-oxo(thioxo)(imino)-5-substituted-2,7-dihydro-1,2,4-triazolo[3,4-e][1,2,3]diazaphospholes 2a-f was synthesized and characterized by IR and NMR (1H, 13C, and 31P) spectroscopic analysis. The methodology developed was one-pot three-component reaction of ethyl bromoacetate, triethyl phosphite and carbo(thio)(amino)hydrazides. The synthesized compounds were screened for their antimicrobial activities. 6-Ethoxy-6-oxido-3-oxo(thioxo)-5-phenyl-2,5,7-trihydro-1,2,4-triazolo[3,4-e][1,2,3]diazaphospholes (2c,d) exhibited significantly higher antimicrobial effects against the tested bacterial and fungal strains compared to other compounds and standard drug.
Enantioselective Michael addition to vinyl phosphonatesviahydrogen bond-enhanced halogen bond catalysis
Erkman, Kristin,J?rving, Ivar,Kaasik, Mikk,Kanger, T?nis,Mart?nova, Jevgenija,Metsala, Andrus
, p. 7561 - 7568 (2021/06/09)
An asymmetric Michael addition of malononitrile to vinyl phosphonates was accomplished by hydrogen bond-enhanced bifunctional halogen bond (XB) catalysis. NMR titration experiments were used to demonstrate that halogen bonding, with the support of hydrogen-bonding, played a key role in the activation of the Michael acceptors through the phosphonate group. This is the first example of the use of XBs for the activation of organophosphorus compounds in synthesis. In addition, the iodo-perfluorophenyl group proved to be a better directing unit than different iodo- and nitro-substituted phenyl groups. The developed approach afforded products with up to excellent yields and diastereoselectivities and up to good enantioselectivities.
Alkyl phosphonate preparing method
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Paragraph 0040; 0041; 0042; 0043; 0044-0067; 0096; 0097, (2017/10/07)
The invention provides an alkyl phosphonate preparing method. The method comprises: performing an Arbuzov reaction on compound A and compound B in a continuous reaction apparatus, and continuously discharging the product obtained from the reaction from the continuous reaction apparatus during the reaction procedure, to obtain alkyl phosphonate. The reaction temperature in the reaction procedure is T1; either of compound A and compound B having a lower boiling point has a boiling point at a standard atmosphere pressure to be T2; T1 is higher than T2 by 10-40 DEG C; and the reaction pressure in the reaction procedure is 0.5-2.0 MPa. The preparing method in the invention may use halohydrocarbon having large steric hindrance and lower polarizability of carbon-halogen bond as compound A, thereby effectively expanding a selection range of substrate, and correspondingly expanding the types of alkyl phosphonate prepared by using the Arbuzov reaction.