1587708-58-4Relevant academic research and scientific papers
Aerobic oxidative alkynylation of H-phosphonates and amides: An efficient route for the synthesis of alkynylphosphonates and ynamides using a recyclable Cu-MnO catalyst
Singh, Harshvardhan,Sahoo, Tapan,Sen, Chiranjit,Galani, Sunil M.,Ghosh, Subhash Chandra
, p. 1691 - 1698 (2019/04/08)
An atom-economical and efficient route for the synthesis of alkynylphosphonates and ynamides by aerobic oxidative alkynylation of H-phosphonates and amides with both aliphatic and aromatic alkynes using our synthesized recyclable heterogeneous Cu-MnO catalyst has been developed. The phosphorylation was carried out under base- and ligand-free conditions, and in the presence of air as the sole oxidant. The reaction is compatible with a wide variety of functional groups and generates alkynylphosphonate and ynamide products in good to excellent yields. Both reactions can be scaled up to the gram scale without any decrease in the reaction yield and the reaction time is less compared to literature reports. The catalyst is recyclable and reused several times without any significant loss of reactivity.
Direct synthesis of alkynylphosphonates from alkynes and phosphite esters catalyzed by Cu/Cu2O nanoparticles supported on Nb2O5
Yuan, Tao,Chen, Fei,Lu, Guo-ping
, p. 13957 - 13962 (2018/08/21)
The aerobic oxidative coupling of alkynes and phosphite esters can be catalyzed by Cu/Cu2O nanoparticles supported on Nb2O5 (Cu/Cu2O@Nb2O5) to efficiently afford alkynylphosphonates. The catalyst can be reused by filtration and reduction. According to the results of control experiments and characterization data, the supporter Nb2O5 can reduce the electronic density of Cu and absorb the phosphite esters due to its strong Lewis acid sites, which may enhance the reaction efficiently.
Synthetic method of diaryl acetylene
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Paragraph 0045; 0066-0070, (2017/08/30)
The invention discloses a synthetic method of diaryl acetylene. According to the synthetic method, at a protection atmosphere, Sonogashira coupling reaction I of an iodine-substituted aromatic hydrocarbon with diethoxy phosphonyl acetylene is carried out in a solution system containing tetrakispalladium, cuprous iodide, and diisopropylamine so as to obtain 1-aryl-1'-diethoxy phosphonyl acetylene; Sonogashira coupling reaction II of 1-aryl-1'-diethoxy phosphonyl acetylene with a bromine-substituted aromatic hydrocarbon is carried out in the solution system containing tetrakispalladium, cuprous iodide, and diisopropylamine under the action of potassium tert-butoxide so as to obtain the diaryl acetylene product. In the synthetic method, diethoxy phosphonyl is taken as an acetylene protection group, and is used for providing acetylene with polarity, so that separation of intermediate products is convenient to realize, introduction and removing of alkyne terminal groups are convenient to realize, stability in Sonogashira coupling reaction is high, the synthesis efficiency of diaryl acetylene is increased greatly, and production cost is reduced.
Copper-catalyzed decarboxylative C?P cross coupling of arylpropiolic acids with dialkyl hydrazinylphosphonates leading to alkynylphosphonates
Chen, Weizhu,Ma, Dumei,Hu, Gaobo,Hong, Zhuan,Gao, Yuxing,Zhao, Yufen
supporting information, p. 1175 - 1181 (2016/08/05)
A facile and novel copper-catalyzed decarboxylative coupling of various arylpropiolic acids with readily available dialkyl hydrazinylphosphonates has been developed, providing an attractive synthetic tool for the synthesis of valuable alkynylphosphonates
Cs2CO3-promoted one-pot synthesis of alkynylphosphonates, -phosphinates, and -phosphine oxides
Wang, Yulei,Gan, Jiepeng,Liu, Liu Leo,Yuan, Hang,Gao, Yuxing,Liu, Yan,Zhao, Yufen
, p. 3678 - 3683 (2014/05/06)
A novel and efficient Cs2CO3-promoted phosphorylation or phosphinylation of various 1,1-dibromo-1-alkenes with readily available trialkyl phosphites, ethyl diphenylphosphinite, or diethyl phenylphosphonite has been developed under metal-free conditions, providing a practical and powerful tool for one-pot synthesis of valuable alkynylphosphonates, -phosphinates, and -phosphine oxides in good to excellent yields.
