113848-07-0Relevant academic research and scientific papers
Base-induced one-pot preparation of N- or P-substituted alkynes
Zhang, Yang,Zhang, Yanqin,Xiao, Jing,Peng, Zhihong,Dong, Wanrong,An, Delie
supporting information, p. 7806 - 7815 (2015/12/31)
An efficient method for the formation of C(sp)-N or C(sp)-P bonds is described. The facile transformation proceeds under mild conditions (0 or -20 °C) in a one-pot manner, and does not require transition-metal catalysts. The base-induced protocol exhibits good functional group tolerance (up to 44 examples) and high efficiency (up to 94 % yield) towards rare heteroatom-substituted acetylenes (N or P). Furthermore, the proposed mechanism was supported by the isolation of a key intermediate. An efficient method for the formation of C(sp)-N or C(sp)-P bonds is described. The facile transformation proceeds in the absence of any transition-metal catalysts under mild conditions (0 or -20 °C) in a one-pot manner with good functional group compatibility and with high efficiency.
Acylation of in situ generated trimethylsilyl diethylphosphonoacetate using magnesium chloride-triethylamine: a practical synthesis of β-keto phosphonates
Kim, Dae Young,Kong, Myeon Sik,Lee, Kilsung
, p. 1360 - 1364 (2007/10/03)
In situ generated trimethylsilyl diethylphosphonoacetate from diethyl phosphonoacetic acid can be acylated with carboxylic acid chlorides in the presence of magnesium chloride to prepare a variety of β-keto phosphonates.This synthetic methods is suitable for the preparation of β-keto phosphonates in the laboratory and also for large-scale production.
A practical synthesis of β-keto phosphonates from triethyl phosphonoacetate
Kim, Dae Young,Kong, Myeon Sik,Kim, Taek Hyeon
, p. 2487 - 2496 (2007/10/03)
An efficient and practical preparation of β-keto phosphonates, via acylation reaction of triethyl phosphonoacetate with carboxylic acid chlorides in the presence of magnesium chloride-triethylamine followed by decarbethoxylation, is described.
New Synthesis of 2-Oxo-3-alkenylphosphonates and Hetero Diels-Alder Reactions with Vinyl Ethers Leading to 5-Substituted 2-Phosphinyl-2-cyclohex-1-ones
Wada, Eiji,Kanemasa, Shuji,Tsuge, Otohiko
, p. 860 - 868 (2007/10/02)
A new method of synthesizing phosphinyl-substituted enones, 2-oxo-3-alkenylphosphonates, is developed via the dianion of diethyl 2-oxopropylphosphonate.The enones serve as hetero dienes in thermal reactions with vinyl ethers producing 2-alkoxy-6-(phosphin
Synthesis of (Diethoxyphosphoryl)acetonitrile Oxide and Its Cycloaddition to Olefins. Synthetic Applications to 3,5-Disubstituted 2-Isoxazolines
Tsuge, Otohiko,Kanemasa, Shuji,Suga, Hiroyuki,Nakagawa, Norihiko
, p. 2463 - 2474 (2007/10/02)
(Diethoxyphosphoryl)acetonitrile oxide undergoes regioselective cycloaddition to olefins leading to 3--2-isoxazolines or -isoxazole.The phosphorus-stabilized carbanions generated by deprotonation of the cycloadducts can be util
PREPARATION QUASI QUANTITATIVE DE PHOSPHONATES β-CARBONYLES PAR L'EMPLOI D'UNE BASE RELAIS, LE DIPAL
Aboujaoude, Elie Elia,Collignon, Noel,Teulade, Marie-Paule,Savignac, Philippe
, p. 57 - 62 (2007/10/02)
Preparation of oxo-2 alkylphosphonates by anionic route is a process of limited scope.The low yields often encountered in the initial phosphonylation step are certainly due to regeneration of the departure phosphonate through acid-base exchanges.This drawback can be overcome by proper choice of the metalating agent.The use of LDA makes the procedure efficient and most stoechiometric, and it lends itself to the preparation of a wide range of β-ketophosphonates free of by-products.
