14704-41-7Relevant articles and documents
[3+2] Cycloaddition reactions of 1-substituted 3,3,3-trifluoropropenes with diazo compounds and nitrilimines – synthesis of pyrazolines and pyrazoles
Маrkitanov, Yuriy N.,Тimoshenko, Vadim М.,Мykhaylychenko, Sergiy S.,Rusanov, Eduard B.,Khyzhan, Alexandr I.,Shermolovich, Yuriy G.
, p. 1107 - 1115 (2022/01/12)
[Figure not available: see fulltext.] 1,3-Dipolar cycloaddition reactions of 3,3,3-trifluoropropene derivatives containing a sulfonyl, sulfamide, or sulfoximine substituent in position 1 with diazomethane proceed with the formation of 3-substituted 4-(trifluoromethyl)-4,5-dihydro-1H-pyrazoles and 3-(trifluoromethyl)-1H-pyrazole, whereas reactions with ethyl diazoacetate and 2,2,2-trifluorodiazoethane lead to the formation of isomeric 5(3)-substituted 4-trifluoromethyl-3,4(4,5)-dihydro-2(1)H-pyrazoles and 4-substituted 5-(trifluoromethyl)-4,5-dihydro-1Hpyrazoles, the stability of which depends on the nature of the heteroatomic substituent. The cycloaddition of 1-sulfonyl- and 1-sulfamoylsubstituted derivatives of 3,3,3-trifluoropropene to C-carbethoxy-N-phenylnitrilimine gives rise to 4-substituted ethyl 1-phenyl-5-(trifluoromethyl)-4,5-dihydro-1H-pyrazole-3-carboxylates and ethyl 1-phenyl-4-(trifluoromethyl)-1H-pyrazole-3-carboxylate.
Trifluoromethylated 3-(Pyrazol-1-yl)propanamide (PPA) Ligands
Liebing, Phil,Edelmann, Frank T.
, (2020/09/09)
The new PPA ligands 3-[5-methyl-3-(trifluoromethyl)-1H-pyrazol-1-yl]propanamide (CF3MePPA; 3) and 3-[3,5-bis(trifluoromethyl)-1H-pyrazol-1-yl]propanamide ((CF3)2PPA; 4) were synthesized by Aza-Michael addition of the specific pyrazole derivatives to acrylamide. Both products were characterized by elemental analyses, IR and NMR spectroscopy, and mass spectrometry. X-Ray structure determination of 3 revealed the presence of a one-dimensional hydrogen-bonded structure in the solid state. The ligating ability of the new ligands towards PdCl2 was studied, showing that 3 behaves similar to Me2PPA and reacts cleanly with PdCl2 to afford the sparingly soluble complex PdCl2(CF3MePPA-κN)2. By contrast, the donor ability of pyrazolyl group in 4 was found to be considerably reduced, thus resulting in the formation of the unusual complex PdCl2{(CF3)2PPA-κN}{(CF3)2PPA-κO}.
Method for breaking C-N bond through biomimetic catalysis in aryl nitrogen-containing compound
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Paragraph 0027; 0028, (2018/09/21)
The invention discloses a method for breaking a C-N bond through biomimetic catalysis in an aryl nitrogen-containing compound. A reaction system for breaking the C-N bond in the aryl nitrogen-containing compound through metalloporphyrin mimic enzyme biomimetic catalysis is used, and the preparation of the catalyst and the optimization of the reaction system are involved. Iron porphyrin, manganeseporphyrin and cobalt porphyrin are adopted as mimetic enzymes and H2O2 is used as an oxidant to respectively break the C-N bonds of arylpyrazole derivatives with different structures through catalyst,the yield of a nitrogen heterocyclic product can reach 15.2% to the largest content, and the yield is 4 times of that of bio-enzyme catalysis, and is close to the yield (20%) of cerium ammonium nitrate oxidation. The method has the advantages of simplicity, mildness, economy, and greenness compared with conventional oxidants or transition metal catalyst systems.
