22252-14-8Relevant articles and documents
Indium(III) triflate-catalyzed reactions of AZA-michael adducts of chalcones with aromatic amines: Retro-michael addition versus quinoline formation
Selvi, Thangavel,Velmathi, Sivan
, p. 4087 - 4091 (2018)
The indium(III) triflate-catalyzed reaction of aza-Michael adducts of chalcones with aromatic amines has been investigated. The Michael adducts derived from substituted anilines and chalcones underwent retro-Michael addition to give the original starting materials, whereas the adducts derived from 1-naphthylamines and chalcones afforded quinolines. A six-membered cyclic transition state has been proposed to explain the retro-Michael addition, while a Povarov mechanism has been put forward to explain the quinoline formation.
Synthesis of copper(II) and zinc(II) complexes with chalcone–thiosemicarbazone hybrid ligands: X-ray crystallography, spectroscopy and yeast activity
Barbosa, Igor Resendes,Pinheiro, Isabela da Silva,dos Santos, Alan Douglas Lopes,Echevarria, Aurea,Goulart, Carla Marins,Guedes, Guilherme Pereira,da Costa, Nathally Alves,de Oliveira e Silva, Beatriz Martinez,Riger, Cristiano Jorge,Neves, Amanda Porto
, p. 739 - 751 (2018)
Four chalcone–thiosemicarbazones (C-TSCs) of the type 2-((E)-3-(4-R-phenyl)-1-phenylallylidene)-N-phenylhydrazinecarbothioamide, where R = Cl (HL1), NO2 (HL2), CH3 (HL3) or CN (HL4), were prepared in good yields from the reaction of the respective chalcone with 4-phenyl-3-thiosemicarbazide and HCl in EtOH. Reaction of HL with CuCl2·2H2O or ZnCl2 in the presence of Et3N afforded the complexes [M(L)2], M = Cu(II) or Zn(II). X-ray diffraction analysis revealed that the ligands coordinate in their deprotonated form, in a bidentate fashion through the iminic nitrogen and sulfur atoms. Yeast activities of the compounds were tested, where the ligand HL4 was the most damaging derivative, exhibiting cell viability at about 50%. On the other hand, lipid peroxidation assays revealed that the ligand HL1 was able to better induce membrane damage compared to the other compounds. It has been found that coordination with Cu(II) and Zn(II) did not increase the biological activities of the C-TSCs.
Recyclable Copper Nanoparticles-Catalyzed Hydroboration of Alkenes and β-Borylation of α,β-Unsaturated Carbonyl Compounds with Bis(Pinacolato)Diboron
Shegavi, Mahadev L.,Saini, Suresh,Bhawar, Ramesh,Vishwantha, Meghana Desai,Bose, Shubhankar Kumar
supporting information, p. 2408 - 2416 (2021/03/16)
Nano-ferrite-supported Cu nanoparticles (Fe-dopamine-Cu NPs) catalyzed anti-Markovnikov-selective hydroboration of alkenes with B2pin2 is reported under mild reaction conditions. This protocol can be applied to a broad range of substrates with high functional group compatibility. In addition, we demonstrated the use of Fe-dopamine-Cu NPs as a catalyst for the β-borylation of α,β-unsaturated ketones and ester, providing alkylboronate esters in up to 98% yield. Reuse of the magnetically recyclable catalyst resulted in no significant loss of activity in up to five reaction runs for both systems. (Figure presented.).
The mechanism of the reaction of hydrazines with α,β-unsaturated carbonyl compounds to afford hydrazones and 2-pyrazolines (4,5-dihydro-1H-pyrazoles): Experimental and theoretical results
Alkorta, Ibon,Elguero, José,Hoz, Antonio de la
, (2021/09/09)
The reaction of hydrazines with α,β-unsaturated carbonyl compounds to afford 2-pyrazolines was studied using a dissymmetric chalcone (phenyl/p-tolyl) and three hydrazines, hydrazine itself, phenylhydrazine and thiosemicarbazide. Several products were iden