80414-54-6Relevant academic research and scientific papers
Visible-Light Driven Selective C-N Bond Scission in anti-Bimane-Like Derivatives
Petek, Nejc,Brodnik, Helena,Gro?elj, Uro?,Svete, Jurij,Po?gan, Franc,?tefane, Bogdan
supporting information, p. 5294 - 5298 (2021/06/28)
In the present study, we report the photochemical transformation of pyrazolo[1,2-a]pyrazolone substrates that reach an excited state upon irradiation with visible light to initiate the homolytic C-N bond cleavage process that yields the corresponding N1-s
Synthesis of functionalized pyrazole derivatives by regioselective [3+2] cycloadditions of N-Boc-α-amino acid-derived ynones
Kirar, Eva Pu?avec,Gro?elj, Uro?,Golobi?, Amalija,Poagan, Franc,Ri?ko, Sebastijan,?tefane, Bogdan,Svete, Jurij
, p. 467 - 480 (2018/06/18)
[3+2] cycloadditions of ynones derived from glycine and (S)-alanine and some other dipolarophiles with azomethine imines, nitrile oxides, diazoacetate, and azidoacetate were studied. The dipolarophiles were obtained from α-amino acids, either by the reduc
Copper-Catalyzed Sequential Azomethine Imine-Alkyne Cycloaddition and Umpolung Thiolation Reactions
Zhang, Min,Wu, Feifei,Wang, Huanhong,Wu, Junshi,Chen, Wanzhi
, p. 2768 - 2772 (2017/08/23)
Copper-catalyzed sequential 1,3-dipolar cycloadditions of azomethine imines and alkynes and electrophilic thiolations are described. The C?S, C?N, and C?C bonds were simultaneously formed in one pot, leading to N,N-bicyclic pyrazolidinones in good to exce
"Click" Chemistry: Application of Copper Metal in Cu-Catalyzed Azomethine Imine-Alkyne Cycloadditions
Pu?avec Kirar, Eva,Gro?elj, Uro?,Mirri, Giorgio,Po?gan, Franc,Strle, Gregor,?tefane, Bogdan,Jovanovski, Vasko,Svete, Jurij
, p. 5988 - 5997 (2016/07/26)
A series of 16 copper-catalyzed azomethine imine-alkyne cycloaddition (CuAIAC) reactions between four pyrazolidinone-1-azomethine imines and four terminal ynones gave the corresponding fluorescent cycloadducts as bimane analogues in very high yields. The applicability of CuAIAC was demonstrated by the fluorescent labeling of functionalized polystyrene and by using Cu-C and Cu-Fe as catalysts. Experimental evidence, kinetic measurements, and correlation between a clean catalyst surface and the reaction rate are in agreement with a homotopic catalytic system with catalytic CuI-acetylide formed from Cu0 by "in situ" oxidation. The availability of azomethine imines, mild reaction conditions, simple workup, and scalability make CuAIAC a viable supplement to the Cu-catalyzed azide-alkyne cycloaddition reaction in "click" chemistry.
Copper(I) zeolites as heterogeneous and ligand-free catalysts: [3+2] cycloaddition of azomethine imines
Keller, Murielle,Sani Sido Souna, Abdelkarim,Pale, Patrick,Sommer, Jean
supporting information; experimental part, p. 2810 - 2817 (2009/12/04)
Copper(I)-exchanged zeolites were used as heterogeneous ligand-free catalysts for [3+2] cycloaddition of azomethine ylides, which allows versatile, efficient, and highly regioselective synthesis of pyrazolone derivatives. These cheap and easy-to-prepare c
Copper(II)-catalyzed exo and enantioselective cycloadditions of azomethine imines
Sibi, Mukund P.,Rane, Digamber,Stanley, Levi M.,Soeta, Takahiro
supporting information; experimental part, p. 2971 - 2974 (2009/05/11)
(Chemical Equation Presented) A strategy for exo and enantioselective 1,3-dipolar cycloaddition of azomethine imines to 2-acryloyl-3-pyrazolidinone is described. The corresponding cycloadducts are isolated with high diastereoselectivities (up to > 96:4 ex
