18276-83-0Relevant academic research and scientific papers
Copper-Catalyzed Microwave-Expedited Oxyphosphorylation of Alkynes with Diethyl Phosphite and t-Butyl Hydroperoxide Synthesis of Densely Functionalized Phosphonylated Indenones
Maciás-Benítez, Pablo,Sierra-Padilla, Alfonso,Tenorio, Manuel J.,Moreno-Dorado, F. Javier,Guerra, Francisco M.
, p. 16409 - 16424 (2021/11/16)
Treatment of alkynes with diethyl phosphite and t-butyl hydroperoxide in the presence of [Cu(MeCN)4]BF4 under microwave irradiation produced the oxyphosphorylation of the triple bond, giving rise to the corresponding β-ketophosphonates in moderate-to-good yields. When the triple bond was conjugated to a carbonyl group bearing an aromatic ring, it led to the cyclization of the resulting ketone intermediate, producing eventually different phosphonylated indenones.
Copper ferrite nanoparticles catalyzed formation of β-Ketophosphonates via oxyphosphorylation of styrenes with H-phosphonates: A DFT study on UV–vis absorption spectra
Azaryan, Reza,Daneshfar, Maryam,Moghaddam, Firouz Matloubi,Pirat, Jean-Luc
, (2020/04/21)
Typical copper ferrite nanoparticles (CuFe2O4) were used as a catalyst for one-pot synthesis of β-ketophosphonates via the reaction of alkenes with H-phosphonates under conventional heating conditions. The catalyst was prepared by using the coprecipitation method and was analyzed by physiochemical techniques. By using this catalyst system, several types of useful and new β-ketophosphonate products were obtained in very good to excellent yields under optimized reaction conditions in a novel way. Furthermore, the catalyst is recyclable and reusable from the reaction.
Mukaiyama reagent-promoted metal-free preparation of alkynyl sulfones and phosphonates under mild conditions
Qi, Danyang,Dong, Wanrong,Peng, Zhihong,Zhang, Yingjun,An
, (2019/08/01)
An efficient and mild route for the formation sulfur or phosphor-substituted alkynes was herein demonstrated. The Mukaiyama reagent-mediated transformation started from easily-accessible substrates without carbon-carbon triple bonds, and the reaction proceeded under mild conditions (room temperature) in a one-pot manner, requiring for no transition metal-catalysts. The practical protocol featured for good functional groups tolerance (up to 41 examples) and high efficiency (up to 91% yields) towards alkynyl sulfones and alkynyl phosphonates at low cost.
Silver-Catalyzed Oxidative C(sp3)?P Bond Formation through C?C and P?H Bond Cleavage
Li, Lili,Huang, Wenbin,Chen, Lijin,Dong, Jiaxing,Ma, Xuebing,Peng, Yungui
supporting information, p. 10539 - 10544 (2017/08/22)
The silver-catalyzed oxidative C(sp3)?H/P?H cross-coupling of 1,3-dicarbonyl compounds with H-phosphonates, followed by a chemo- and regioselective C(sp3)?C(CO) bond-cleavage step, provided heavily functionalized β-ketophosphonates. This novel method based on a readily available reaction system exhibits wide scope, high functional-group tolerance, and exclusive selectivity.
Novel synthesis method for phosphate compounds
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Paragraph 0040; 0041; 0042, (2018/01/19)
The invention discloses a novel synthesis method for phosphate compounds. Specifically, the method comprises steps as follows: alcohol with the structure (I), H-phosphite with the structure (II), bivalent cobalt salt and n-hydroxyphthalimide are dispersed in a solvent sequentially, oxygen is introduced into a mixture, heating and stirring are performed, and the phosphate compounds with a structure (III) shown in the description can be obtained. The novel method for efficiently synthesizing the phosphate target compounds from cheap and available alcohol and H-phosphite compounds as starting materials for the reaction, bivalent cobalt salt and n-hydroxyphthalimide as co-catalysts as well as oxygen as an oxidizing agent through aerobic oxidative coupling is provided for the first time. The method has the advantages that reaction conditions are mild, operation is simple, the raw materials are cheap and available, product structures are diversified, the yield is high and the like, and great application value and broad industrial prospect are shown.
MnIII-catalyzed phosphorylation of vinyl azides: The synthesis of β-keto phosphine oxides
Tang, Pai,Zhang, Can,Chen, En,Chen, Binhui,Chen, Wenteng,Yu, Yongping
, p. 2157 - 2161 (2017/05/09)
MnIII-catalyzed functionalization of vinyl azides via phosphorylation was developed to synthesize various β-keto phosphine oxides in high yields. The transformation is operated in mild conditions and tolerant of a range of functional groups. Control reaction indicates that the reaction mechanism might proceed via the generation of a phosphonated iminyl radical intermediate.
Acetonitrile-dependent oxyphosphorylation: A mild one-pot synthesis of β-ketophosphonates from alkenyl acids or alkenes
Chen, Xi,Chen, Xiaolan,Li, Xu,Qu, Chen,Qu, Lingbo,Bi, Wenzhu,Sun, Kai,Zhao, Yufen
, p. 2439 - 2446 (2017/04/03)
An efficient one-pot synthesis of β-ketophosphonates has been developed, via the reaction of α,β-alkenyl carboxylic acids or alkenes with H-phosphonates and air oxygen, catalyzed by CuSO4·5H2O in CH3CN. CH3CN plays a decisive role, probably by forming an active oxygen complex [(MeCN)nCuII-O-O·].
Preparation method for synthesizing beta-carbonyl phosphonate derivatives via olefin
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Paragraph 0048; 0049; 0050, (2017/08/25)
The invention discloses a method for synthesizing beta-carbonyl phosphonate derivatives via olefin and belongs to the field of organic chemistry. In the method, olefin (or olefin acid) and H-phosphite are used as raw materials, CuSO4.5H2O is used as a catalyst, and beta-carbonyl phosphonate derivatives are synthesized by heating reaction. The method is cheap and readily available in raw materials, simple in operation, mild in reaction condition and high in synthetic yield, and is suitable for industrialized production. The derivatives are often used as intermediates for synthesizing alpha, beta-unsaturated carbonyl compounds, and the derivatives also have wide bioactivity and significant metal compounding capability and play an irreplaceable role in medicinal chemistry, biological chemistry and inorganic chemistry.
Cu(i)/Fe(III)-Catalyzed C-P cross-coupling of styrenes with H-phosphine oxides: A facile and selective synthesis of alkenylphosphine oxides and β-ketophosphonates
Gu, Jian,Cai, Chun
supporting information, p. 4226 - 4230 (2017/07/10)
Cu(i)/Fe(iii)-Catalyzed phosphorylation and oxyphosphorylation of styrenes with H-phosphonates which can be controlled by varying the reaction temperature are developed. This study offers a new and expedient strategy for the synthesis of useful alkenylphosphine oxides and β-ketophosphonates in satisfactory yields. Moreover, the transformation is proposed to proceed via a radical process and exhibits a broad substrate scope and good functional group tolerance.
Mn(OAc)3-Mediated Synthesis of 3-Phosphonyldihydrofurans from β-Ketophosphonates and Alkenes
Lu, Guozhang,Lin, Binzhou,Gao, Yuzhen,Ying, Jianxi,Tang, Guo,Zhao, Yufen
, p. 724 - 728 (2017/03/21)
A new, general method for the synthesis of 3-phosphonyldihydrofuran derivatives has been achieved through Mn(OAc)3-mediated radical cyclization between β-ketophosphonates and alkenes. This transformation allows the direct formation of C-C/C-O bonds and the construction of a dihydrofuran ring in one reaction with operational simplicity and excellent functional-group compatibility.
