1733-58-0Relevant articles and documents
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Mathey,Lampin
, p. 1949 (1972)
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Base-Promoted Direct Oxyphosphorylation of Alkynes with H-Phosphine Oxides in the Presence of Water
Zhong, Wenwu,Tan, Tao,Shi, Lei,Zeng, Xue
, p. 1379 - 1384 (2018)
We have developed a simple method for the oxyphosphorylation of arylalkynes to give β-keto phosphine oxides without the assistance of any transition metal. An inorganic base promoted the oxyphosphorylation and water played a synergistic role in the formation of various β-keto phosphine oxides. The reaction showed a wide structural scope and broad functional-group tolerance, and it proceeded under mild reaction conditions. This method solved the problem of metal dependence in the oxyphosphorylation of alkynes, providing a potential application in organic chemistry. Control experiments revealed the mechanism of the oxyphosphorylation and the synergistic role played by water in the radical process.
A convenient approach to λ5-phosphinines via interaction of phosphorylated 3-pyrrolidinocrotonitrile with 2-bromoacetophenones
Svyaschenko, Yurii V.,Kostyuk, Alexandr N.,Barnych, Bogdan B.,Volochnyuk, Dmitriy M.
, p. 5656 - 5664 (2007)
The alkylation of 2-(diphenylphosphino)-3-pyrrolidin-1-ylbut-2-enenitrile with a set of bromoacetophenones has been studied. Cyclization of the phosphonium salts into 6-cyano-3-hydroxy-3-aryl-1,1-diphenyl-5-pyrrolidin-1-yl-1,2,3,4-tetrahydrophosphininium
Synthesis of tertiary phosphine oxides by alkaline hydrolysis of quaternary phosphonium zwitterions using excess t-BuOK and stoichiometric water
Zhong, Chun-Hong,Huang, Wenhua
supporting information, p. 1537 - 1546 (2021/01/07)
Hydrolysis of quaternary arylphosphonium zwitterions bearing COO? and those in situ generated from the corresponding salts bearing Ac or OH at the aryl ring by using excess t-BuOK and stoichiometric water affords tertiary arylphosphine oxides in moderate to excellent yield, in contrast to hydrolysis of these zwittertion or salts in aqueous NaOH that mainly provides phosphine oxides with the loss of the aryl group. Under the t-BuOK/water conditions, hydrolysis of carbonyl stabilized ylides Ph3P = CHCOR (R = Ph, Me, and OEt), which partially exist as phosphonium enolates, prefers to produce Ph2P(O)CH2COR. Further reduction of Ph2P(O)CH2COMe by PhSiH3 allows the preparation of Ph2PCH2COMe in 43% yield.
Visible light-mediated photocatalytic phosphorylation of vinyl azides: A mild synthesis of β-ketophosphine oxides
Jung, Hye Im,Kim, Dae Young
, p. 380 - 387 (2019/12/24)
The photoredox-catalyzed phosphorylation of vinyl azides is described in this paper. The reaction proceeded smoothly using an inexpensive and easily-accessible Eosin Y as a photocatalyst under mild reaction conditions without any other oxidant, metal, or