2682-34-0Relevant articles and documents
Synthesis of 5-aminoisoxazoles from 3-trimethylsilylprop-2-ynamides
Andreev, Mikhail V.,Medvedeva, Alevtina S.,Larina, Lyudmila I.,Demina, Maria M.
, p. 175 - 177 (2017)
Reaction between N,N-disubstituted 3-trimethylsilylprop-2-ynamides and ammonium azide under mild conditions affords hitherto unknown 5-aminoisoxazole derivatives in good yields.
Intermolecular cyclotrimerization of haloketoalkynes and internal alkynes: Facile access to arenes and phthalides
Silvestri,Oakdale
supporting information, p. 13417 - 13420 (2020/11/10)
A highly chemo-and regioselective cyclo(co)trimerization between 3-halopropiolamides and symmetrical internal alkynes is reported. The reaction is catalyzed by CpRuCl(COD) and proceeds under air at ambient temperature in ethanol with no additional precautions. Iodo-, bromo-, and chloropropiolamides, esters, and ketones are viable coupling partners and, in a 2?:?1 stoichiometry relative to internal alkyne, yield fully-substituted arenes in a single step. The highest regioselectivities (96% single isomer) were observed when employing 2° and 3°-halopropiolamides. A mechanistic hypothesis accounting for this selectivity is proposed. Notably, by using 1,4-butynediol as the internal alkyne, in situ lactonization following [2+2+2]-cycloaddition generates therapeutically-relevant phthalide pharmacophores directly. This journal is
Synthesis method of antineoplastic drug ribociclib intermediate
-
, (2019/11/13)
The invention relates to a synthesis method of an antineoplastic drug ribociclib intermediate. The synthesis method includes the following steps that the electrophilic addition reaction is conducted on N,N-dimethylacrylamide and bromine to obtain N,N-dime
Synthesis method of anti-tumor drug ribociclib
-
, (2019/11/14)
The invention relates to a synthesis method of an anti-tumor drug ribociclib. The method mainly comprises the steps of carrying out a reaction between 4-(6-amino-3-pyridyl)-1-piperazinyl tert-butyl formate and 2-chloro-7-cyclopentyl-N,N-dimethyl-7H-pyrrol
1,1-Diphosphines and divinylphosphines via base catalyzed hydrophosphination
Coles,Mahon,Webster
supporting information, p. 10443 - 10446 (2018/09/21)
A catalytic hydrophosphination route to 1,1-diphosphines is yet to be reported: these narrow bite angle pro-ligands have been used to great effect as ligands in homogeneous catalysis. We herein demonstrate that terminal alkynes readily undergo double hydrophosphination with HPPh2 and catalytic potassium hexamethyldisilazane (KHMDS) to generate 1,1-diphosphines. A change to H2PPh leads to the formation of P,P-divinyl phosphines.
Method for synthesizing N,N-methacrylamide
-
Paragraph 0040; 0041, (2016/10/08)
The invention discloses a method for synthesizing N,N-dimethacrylamide. An acetylene-substituted complex and dimethylamino formyl halide are used as raw materials for synthesizing the N,N- dimethyl propiolamide. On the condition of a specific catalyzer, the N,N- dimethyl propiolamide and hydrogen are subjected to a reaction to generate the N,N-dimethacrylamide. According to the method for synthesizing the N,N-dimethacrylamide, alkynyl is introduced, the reliability of the preparation process is ensured, the product yield reaches 91.3% or above, and the purity is 95.6% or above. According to the synthesizing method, the reaction temperature is low, few side reactions are produced, the yield is high, the purity is high, and the method has the application prospect.
Ruthenium-catalyzed cycloadditions of 1-haloalkynes with nitrile oxides and organic azides: Synthesis of 4-haloisoxazoles and 5-halotriazoles
Oakdale, James S.,Sit, Rakesh K.,Fokin, Valery V.
supporting information, p. 11101 - 11110,10 (2014/11/07)
(Cyclopentadienyl)(cyclooctadiene) ruthenium(II) chloride [CpRuCl(cod)] catalyzes the reaction between nitrile oxides and electronically deficient 1-choro-, 1-bromo-, and 1-iodoalkynes leading to 4-haloisoxazoles. Organic azides are also suitable 1,3-dipoles, resulting in 5-halo-1,2,3-triazoles. These air-tolerant reactions can be performed at room temperature with 1.25 equivalents of the respective 1,3-dipole relative to the alkyne component. Reactive 1-haloalkynes include propiolic amides, esters, ketones, and phosphonates. Post-functionalization of the halogenated azole products can be accomplished by using palladium-catalyzed cross-coupling reactions and by manipulation of reactive amide groups. The lack of catalysis observed with [Cp RuCl(cod)] (Cp=pentamethylcyclopentadienyl) is attributed to steric demands of the Cp* (η5-C5Me5) ligand in comparison to the parent Cp (η5-C5H5). This hypothesis is supported by the poor reactivity of [(η5-C 5Me4CF3)RuCl(cod)], which serves as a an isosteric mimic of Cp* and as an isoelectronic analogue of Cp.
Cycloaddition reactions of propiolamidinium salts
Weingaertner, Werner,Maas, Gerhard
, p. 6372 - 6382 (2013/01/15)
Thermal and microwave-assisted [3+2] cycloadditions between differently substituted propiolamidinium tetraphenylborates 3a-d and N-methyl-C- phenylnitrone, benzyl azide, and N-(3-azidopropyl)phthalimide were studied. The activation parameters of the [3+2]