34295-11-9Relevant academic research and scientific papers
Synthesis of substituted p-stereogenic vinylphosphine oxides by olefin cross-metathesis
Demchuk, Oleg M.,Pietrusiewicz, K. Michal,Michrowska, Anna,Grela, Karol
, p. 3217 - 3220 (2003)
(Matrix presented) Substituted vinylphosphine oxides have been prepared in good yield and exclusive (E)-olefin selectivity via olefin cross-metathesis using Grubbs and Hoveyda-type ruthenium catalysts. In addition, metathesis of chiral vinylphosphine oxid
Copper-Catalyzed C?P Cross-Coupling of (Cyclo)alkenyl/Aryl Bromides and Secondary Phosphine Oxides with in situ Halogen Exchange
Stankevi?, Marek,Wo?nicki, Pawe?
supporting information, p. 3484 - 3491 (2021/07/22)
An efficient protocol for concurrent tandem halogen exchange/C?P cross-coupling of cycloalkenyl bromides and secondary phosphine oxides has been developed. The catalytic system is based on cheap and air-stable copper(I) iodide as the precatalyst, commercially available N,N’-dimethylethylenediamine as the ligand, and Cs2CO3 or K2CO3 as the base. The use of sodium iodide as an additive reduces the excessive use of organic bromides to near-stoichiometric by promoting the in situ transformation to the corresponding iodides. Diarylphosphine oxides undergo cycloalkenylation with 35–99 % yields and dicyclohexylphosphine oxide with 30–53 % yields. In the case of acyclic alkenyl bromides the cross-coupling products undergo conjugate addition of diphenylphosphine oxide and satisfying yields are observed only for internal olefins. In the case of aryl bromides satisfying yields (43–72 %) are observed only for sterically unhindered arenes or arenes possessing an ortho-directing group. Cycloalkenylphosphine oxides prepared in the cross-coupling reaction undergo base-catalyzed and base-promoted conjugate addition to give bis(phosphinoyl)cycloalkanes.
Practical C–P bond formation via heterogeneous photoredox and nickel synergetic catalysis
Koranteng, Ernest,Liu, Yi-Yin,Liu, Si-Yue,Wu, Qiang-Xian,Lu, Liang-Qiu,Xiao, Wen-Jing
, p. 1841 - 1846 (2019/11/11)
An efficient C–P bond formation reaction was developed by virtue of the synergetic catalysis strategy by merging heterogeneous photocatalysis and nickel catalysis. This platform utilizing cadmium sulfide semiconductors as heterogeneous photocatalysts and
SYNTHESIS OF METHYL- AND DIMETHYL-SUBSTITUTED ETHYLENE DIPHOSPHINE DIOXIDES AND THEIR COMPLEX-FORMING PROPERTIES
Antoshin, A. E.,Evreinov, V. I.,Kharitonov, A. V.,Pushin, A. N.,Yarkevich, A. N.,et al.
, p. 1647 - 1651 (2007/10/02)
Alkylation of diphenylphosphonous acid by allyl bromide leads (depending on the reaction conditions) to the formation of both diphenylallylphosphine oxide and diphenylpropenylphosphine oxide.Addition of phosphonous acids to diphenylpropenylphosphine and d
Palladium-Catalysed Synthesis of Alkenyldiphenyl- and Alkenylbenzylphenylphosphine Oxides
Xu, Yuanyao,Xia, Jiazhi,Guo, Huiju
, p. 691 - 692 (2007/10/02)
Alkenyldiphenyl- and Alkenylbenzylphenylphosphine oxides 3 were prepared by the palladium catalysed reaction of alkenyl bromides 1 with phosphine oxides 2a or 2b.
