ABSTRACT
The Heck/Suzuki tandem reaction has emerged as an essential strategy for the synthesis of complex molecules. Herein, an efficient palladium-catalyzed Heck/Suzuki tandem reaction of (Z)-1-iodo-1,6-dienes with organoboronic acids is described, providing various tetrahydropyridines in good to excellent yields under mild reaction conditions. The key to the success of this approach is the avoidance of the intramolecular second Heck insertion occurring prior to the transmetalation step. In addition, the asymmetric version of this reaction is investigated to deliver chiral tetrahydropyridine in excellent yield with promising enantioselectivity.
ABSTRACT
A method for chemoselective reduction of 2-pyridyl ketones and related N-heteroaryl compounds catalyzed by cobalt stearate using DMF as a hydride source is developed. The ketone substrate is activated by chelation with cobalt, which makes the present method highly chemoselective. A possible reaction mechanism is proposed on the basis of control experiments.
Subject(s)
Dimethylformamide , Ketones , Molecular Structure , Ketones/chemistry , Cobalt/chemistry , CatalysisABSTRACT
A practical and operationally simple hydrodehalogenation of halogenated carboxylic acid derivatives using a DMSO/HCOONa·2H2O system is developed. This protocol avoids the involvement of light irradiation, electrochemical apparatus, transition metals, radical initiators, strong bases, and other additional additives. Control experiments suggest that HCOONa might function as a hydride donor in the reduction process via nucleophilic substitution or addition to achieve the hydrodehalogenation.
ABSTRACT
Various nanomorphologies were obtained by simply changing the fabrication conditions, such as the pH of the system, different solvent, or different concentration, of bola-amphiphilic pillar[5]arene Bola-AP5. Importantly, hybrid microtubules as a microreactor were successfully prepared by directly reducing AuCl4(-) on the surface of Bola-AP5-based tubular structures in water.
ABSTRACT
A series of novel 1,8-naphthalimide derivatives containing thiophene and pyrazole moities were synthesized by direct Pd-catalyzed C-H arylation and then characterized by (1)H NMR, (13)C NMR, MALDI-HRMS, and elementary analysis. The photophysical and electrochemical properties of the derivatives were also investigated. All compounds have green emission both in diluted CH2Cl2 solution and solid film. The cyclic voltammetry (CV) measurements showed that the target compounds had a lowest unoccupied molecular orbital (LUMO) range from -3.49 eV to -3.29 eV and a highest occupied molecular orbital (HOMO) range from -6.04 eV to -5.81 eV. Quantum chemical calculations were performed to obtain the optimized ground-state geometry as well as the spatial distributions of the HOMO, LUMO levels of the compounds.
Subject(s)
Benzene Derivatives/chemistry , Electrochemistry , Naphthalimides/chemical synthesis , Naphthalimides/pharmacology , Photochemistry , Pyrazoles/chemistry , Thiophenes/chemistry , Magnetic Resonance Spectroscopy , Models, Molecular , Molecular Structure , Quantum Theory , Spectrometry, Mass, Matrix-Assisted Laser Desorption-Ionization , Spectrophotometry, UltravioletABSTRACT
o, m, p- (Methacrylamido) benzoic acid (o, m, p-MAABA) was synthesized from o, m, p-aminobenzoic acid (o, m, p-ABA), elemental analysis and 1H NMR were used to confirm these compounds. The fluorescent properties of the compounds were investigated. The result showed that o, p-MAABA has lambda(ex)max at 358 nm while m-MAABA has lambda(ex)max at 324 nm. Excited at lambda(ex)max, o-MAABA had the strongest fluorescence, while p-MAABA had the weakest, and all of them were round at 420 nm.
