34102-91-5Relevant academic research and scientific papers
Visible-Light-Driven Stereoselective Annulation of Alkyl Anilines and Dibenzoylethylenes via Electron Donor-Acceptor Complexes
Runemark, August,Zacharias, Savannah C.,Sundén, Henrik
, p. 1901 - 1910 (2021/02/05)
A catalyst-free, stereoselective visible-light-driven annulation reaction between alkenes and N,N-substituted dialkyl anilines for the synthesis of substituted tetrahydroquinolines is presented. The reaction is driven by the photoexcitation of an electron donor-acceptor (EDA) complex, and the resulting products are obtained in good to high yields with complete diastereoselectivity. Mechanistic rationale and photochemical characterization of the EDA-complex are provided.
Synthesis, biological characterisation and structure activity relationships of aromatic bisamidines active against Plasmodium falciparum
Sauer,Skinner-Adams,Bouchut,Chua,Pierrot,Erdmann,Robaa,Schmidt,Khalife,Andrews,Sippl
, p. 22 - 40 (2016/12/30)
Malaria is one of the most significant tropical diseases and remains a major challenge due to the lack of a broadly effective vaccine and parasite resistance to current drugs. This means there is a need for new drug candidates with novel modes of action.
Asymmetric organocatalytic aza-michael reactions of isatin derivatives
?ari, Sergei,Metsala, Andrus,Kudrjashova, Marina,Kaabel, Sandra,J?rving, Ivar,Kanger, T?nis
, p. 875 - 886 (2015/03/14)
Isatin was activated by derivatization to a Schiff base with aniline and used as an aza-Michael donor in organocatalytic asymmetric reactions with symmetric and nonsymmetric unsaturated 1,4-diketones. After hydrolysis (in situ), the N-substituted isatins were obtained in high yields (up to >95%) with high enantioselectivity (up to 95%).
Asymmetric diastereoselective synthesis of spirocyclopropane derivatives of oxindole
Oseka, Maksim,Noole, Artur,Zari, Sergei,Oeeren, Mario,Jaerving, Ivar,Lopp, Margus,Kanger, Tonis
, p. 3599 - 3606 (2014/06/23)
A new asymmetric organocatalytic synthesis of spirocyclopropane oxindoles has been developed. The method is based on the Michael addition of N-Boc-protected 3-chlorooxindole to unsaturated 1,4-dicarbonyl compounds, affording trans-substituted spirocyclopropane oxindole derivatives in high diastereo- and enantioselectivity. Copyright
Synthesis of (E)-1,4-enediones from α-halo ketones through a sodium sulfinate mediated reaction
Li, Su-Yi,Wang, Xiao-Bing,Jiang, Neng,Kong, Ling-Yi
supporting information, p. 8035 - 8039 (2015/02/05)
We developed a mild and practical protocol for the synthesis of 1,4-enedione from α-halo ketones through a sodium sulfinate mediated reaction. This reaction enables the construction of symmetric and unsymmetric 1,4-enedione with complete E selectivity. Sodium 4-toluenesulfinate plays an important role in this reaction.
Lewis acid-catalyzed one-pot, three-component route to chiral 3,3′-bipyrroles
Dey, Sumit,Pal, Churala,Nandi, Debkumar,Giri, Venkatachalam Sesha,Zaidlewicz, Marek,Krzeminski, Marek,Smentek, Lidia,Hess Jr., B. Andes,Gawronski, Jacek,Kwit, Marcin,Babu, N. Jagadeesh,Nangia, Ashwini,Jaisankar, Parasuraman
supporting information; experimental part, p. 1373 - 1376 (2009/04/10)
(Chemical Equation Presented) 3,3′-Bipyrroles 3 could be synthesized using a double Michael addition reaction involving diaroyl acetylene 1 and the appropriate 1,3-dicarbonyls 2 using ammonium acetate as a nitrogen source. The axial chirality of bipyrrole was anticipated from the X-ray crystal structure and DFT calculations and confirmed by separating the racemates on a chiral column and subsequent CD spectra of the enantiomers. The absolute configuration of the enantiomers was achieved by theoretical CD spectra calculation using the ZINDO method.
Reaction of N-fluoropyridinium salts with Wittig reagents: A novel and convenient approach to symmetric trans-olefins
Kiselyov, Alexander S.
, p. 8951 - 8954 (2007/10/02)
N-Fluoropyridinium salts were found to react with Wittig reagents containing electron-withdrawing groups to give olefins in 47-83% yield. The mechanism of this conversion is believed in involve single-electron transfer from Wittig reagent to N-fluoropyridinium cation.
