Synthesis of perhaloaromatic diethyl methylphosphonates containing α-electron-withdrawing group

Tetrahedron Letters

Volumn 39, Issue 8, 1998, Pages 901-904

  Artamkina, Galina A ^a,b   Tarasenko, Elena A ^a   Lukashev, Nikolai V ^a   Beletskaya, Irina P ^a  

^a MOSCOW STATE UNIVERSITY   (Russian Federation)

^b Res Inst of Fine Organic Synthesis   (Russian Federation)

Author keywords

[No Author keywords available]

Indexed keywords

AROMATIC COMPOUND; METHYLPHOSPHONIC ACID; PERHALOAROMATIC DIETHYL METHYLPHOSPHONATE; PHOSPHONIC ACID DERIVATIVE; UNCLASSIFIED DRUG;

ARTICLE; CONTROLLED STUDY; DRUG SYNTHESIS; ISOMER; NONHUMAN; RUSSIAN FEDERATION;

EID: 0032546148     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(97)10651-7     Document Type: Article

References (9)

1. 1. The Role of Phosphonates in Living Systems; Hilderbrand, R.L., Ed.; CRC Press: Boca Raton, Fl., 1983.
2. 3, CsF or KF as a base: Artamkina, G.A.; Kovalenko S.V.; Beletskaya I.P.; Reutov O.A. Uspekhi Khim. 1990, 59, 1288-1337.
3. 3. The products were isolated by vacuum distillation (entries 1-3,6,8,9) or by column chromatography (silica gel, ethyl acetate : petroleum ether = 1:1) (entry 7), and in the case of entry 13 the residue was washed by ether after removing the solvent. All new compounds have been fully characterized.
4. 20 1.4488.
5. -5: Rodionov P.P.; Furin G.G. Izv. SO Akad. Nauk. 1990, 3-26.
6. 2), 114.56, 114.66, 116.87, 116.98 (CN), 138.56, 139.81, 142.28 (Ar).
7. 7. Yield of ethyl 2,2-bis(2,3,5,6-tetrafluoro-4-pyridyl)acetate 82% (column chromatography, silica gel, ethyl acetate : petroleum ether = 1:3). Spectroscopic analyses of the obtained product were in good agreement with the reported data: Artamkina G.A.; Beletskaya I.P. Zh. Org. Khim. 1995, 31, 1044-1047.
8. HP 25.2-26.6 Hz.
9. 5 :C, 41.47 ; H, 0.22. Found : C, 41.61 ; H, 0.22.