88044-05-7Relevant academic research and scientific papers
Synthesis of 2-pyridylthiophosphinic acids and 2-pyridylthiophosphonate monoesters via nucleophilic aromatic substitution
Oka, Natsuhisa,Ori, Kensuke,Ando, Kaori
, p. 454 - 463 (2017/04/03)
In this study, we developed a method for the synthesis of 2-pyridylthiophosphinic acids and 2-pyridylthiophosphonate monoesters using easily accessible starting materials, H-phosphinate and H-phosphonate esters and pyridine N-oxides. The H-phosphinate and
Synthesis of 2-pyridylphosphinate and thiophosphinate derivatives by nucleophilic aromatic substitution of N-methoxypyridinium tosylates
Oka, Natsuhisa,Ito, Kousuke,Tomita, Futoshi,Ando, Kaori
supporting information, p. 1630 - 1632 (2013/02/23)
We developed a straightforward and cost-effective method for the synthesis of 2-pyridylphosphinate derivatives based on a nucleophilic aromatic substitution of N-methoxypyridinium salts. The method proved to be useful for synthesizing various 2-pyridylphosphinates and thiophosphinates, including an optically active compound, from H-phosphinate precursors.
Experiments on the Generation of 2-Coordinate Phosphoryl Species by Fragmentation of 7-Phosphanorbornene and 3-Phospholene Derivatives
Quin, Louis D.,Jankowski, Stefan,Rudzinski, Juliusz,Sommese, Anthony G.,Wu, Xiao-Ping
, p. 6212 - 6216 (2007/10/02)
2,6-Di-tert-butyl-4-methylphenyl phosphenite (ArOP=O) was released into the gas phase on heating a neat sample of a 7-phosphanorbornene derivative 6 bearing this aryloxy substituent at 300 deg C (0.01 mm).Attempts to prepare 1-adamantyl phosphenite simila
PHOSPHORVERBINDUNGEN UNGEWOEHNLICHER KOORDINATION,6. ABFANGVERSUCHE VON PHENYL-THIOXO- UND PHENYL-SELENOXOPHOSPHAN MIT PROTISCHEN NUKLEOPHILEN
Hussong, Rita,Heydt, Heinrich,Regitz, Manfred
, p. 201 - 212 (2007/10/02)
The thioxophosphole 6 undergoes Diels-Alder reaction with the triazolindiones 7a and b to the adducts 8a and b.Analogously 11a and b are formed from the selenoxophosphole 9 and the maleic acid derivatives 10a and b.The triazolindion reactions of 6, 9 and also of 12 suffer considerably under the presence of water.Apart from elemental sulfur and selenium on the one hand phosphole oxides (15) such as secondary products and triazolidindiones (19) on the other hand are formed.Thermolysis of the Diels-Alder adducts 8a and b in toluene proceeds under cycloreversion to 20 and phenyl thioxophosphan (21) which is trapped by alcohols (22,24) under production of phosphinothioates (23,25).Phenyl selenoxophosphane (27) is generated by photochemical decomposition of 11a and b.The trapping reaction with methanol leads to the phosphinoselenoate 29 which is transformed into the phosphonoselenoate 28 under the conditions of the photolysis.
SYNTHESIS AND PHOTOCHEMICAL REACTION OF DIELS-ALDER ADDUCT OF PHOSPHOLE OXIDE AND CYCLOPENTADIENE
Tomioka, Hideo,Miura, Shinichi,Izawa, Yasuji
, p. 3353 - 3356 (2007/10/02)
Irradiation of 1-phenylphosphole oxide-cyclopentadiene adduct gave a caged product, whereas similar irradiation of 1,2,5-triphenylphosphole oxide-cyclopentadiene adduct afforded a cleavaged product.
New Method for Building Carbon-Phosphorus Heterocycles
Holand, Serge,Mathey, Francois
, p. 4386 - 4389 (2007/10/02)
The photolysis of 1-substituted 3,4-dimethylphosphole sulfides-N-phenylmaleimide cycloadducts in alcohols (R'OH) has been found to proceed with high yields whatever the nature of the R substituent.It provides a ready access to the almost unknown phosphinothioates RP(S)(H)OR'.When R = (CH2)nBr the phosphinothioates thus obtained are readily cyclized by NaH in THF.Five-, six-, and seven-membered rings have been obtained in this way.
Photochemistry of Phospholens. Part 7. Element Effects on the Photofragmentation of 3,4-Dimethyl-1-phenyl-3-phospholen. Phosphinothioylidene
Tomioka, Hideo,Takata, Shyoji,Kato, Yoshio,Izawa, Yasuji
, p. 1017 - 1021 (2007/10/02)
Photolysis of 3,4-dimethyl-1-phenyl-3-phospholen 1-sulphide (1) in methanol afforded, in addition to the expected diene, O-methyl phenylphosphinothioate (3) and OO-dimethyl phenylphosphonothioate (4), whose composition was dependent on irradiation time.Compound (4) was shown to be a photolysis product of (3) in methanol.The rate and stereospecifities of the photo-extrusion of (2) are investigated and compared with that observed in the photofragmentation of the corresponding oxide.In proceeding from the oxide to the sulphide, the stereospecifities decreased in cis-α-methyl derivatives but increased in trans-α-methyl derivatives and the relative reactivities of the fragmentation decreased.
