2460-58-4Relevant articles and documents
(NO)Ru(salen)-Catalyzed Aerobic Oxidation of o-Hydroxybenzyl Alcohol Derivatives
Tashiro, Aya,Mitsuishi, Akimasa,Irie, Ryo,Katsuki, Tsutomu
, p. 1868 - 1870 (2003)
Various salicylaldehyde derivatives were prepared from the corresponding alcohols in good to excellent yields by ecologically benign aerobic oxidation using ruthenium salen nitrosyl complex 1 as catalyst under visible light-irradiation.
Imine or Enamine? Insights and Predictive Guidelines from the Electronic Effect of Substituents in H-Bonded Salicylimines
Cintas, Pedro,Martínez, R. Fernando,Matamoros, Esther,Palacios, Juan C.
, p. 5838 - 5862 (2020/05/20)
Imine and enamine bonds decorate the skeleton of numerous reagents, catalysts, and organic materials. However, it is difficult to isolate at will a single tautomer, as dynamic equilibria occur easily, even in the solid state, and are sensitive to electronic and steric effect, including π-conjugation and H-bonding. Here, using as model Schiff bases generated from salicylaldehydes and TRIS in a set of linear free energy relationships (LFER), we disclose how the formation of either imines or enamines can be controlled and provide a comprehensive framework that captures the structural underpinning of this prediction. This work highlights the potentiality of tailor-made designs en route to compounds with desirable functionality.
Intramolecular Povarov Reactions for the Synthesis of Chromenopyridine Fused 2-Pyridone Polyheterocycles Binding to α-Synuclein and Amyloid-β Fibrils
Adolfsson, Dan E.,Tyagi, Mohit,Singh, Pardeep,Deuschmann, Adrian,?dén, J?rgen,Gharibyan, Anna L.,Jayaweera, Sanduni Wasana,Lindgren, Anders E. G.,Olofsson, Anders,Almqvist, Fredrik
, p. 14174 - 14189 (2020/11/13)
A BF3·OEt2 catalyzed intramolecular Povarov reaction was used to synthesize 15 chromenopyridine fused thiazolino-2-pyridone peptidomimetics. The reaction works with several O-alkylated salicylaldehydes and amino functionalized thiazolino-2-pyridones, to generate polyheterocycles with diverse substitution. The synthesized compounds were screened for their ability to bind α-synuclein and amyloid β fibrils in vitro. Analogues substituted with a nitro group bind to mature amyloid fibrils, and the activity moreover depends on the positioning of this functional group.
