6590-42-7Relevant academic research and scientific papers
Iron-Catalyzed Synthesis of 2-Aminofurans from 2-Haloketones and Tertiary Amines or Enamines
Wang, Le-Cheng,Geng, Hui-Qing,Peng, Jin-Bao,Wu, Xiao-Feng
supporting information, p. 2605 - 2616 (2020/04/24)
The selective synthesis of heterocycles from readily available substrates and catalyzed by an abundant and environmental benign catalyst continues to be an attractive topic. In this communication, we report an interesting protocol for the synthesis of 2-aminofurans. Starting from 2-haloketones and tertiary amines, with abundant iron salt as the catalyst, various 2-aminofurans were produced in good yields. Control experiments were performed to understand the reaction pathway. Based on the identified reaction pathway, the substrates for this transformation can be extended from tertiary amines to enamines and even with better final yields. Finally, a formal three-component reaction can also be realized by forming the enamines in-situ from aldehydes and amines.
Sonochemical synthesis and DFT studies of nano novel Schiff base cadmium complexes: Green, efficient, recyclable catalysts and precursors of Cd NPs
Parsaee, Zohreh
, p. 644 - 659 (2017/06/20)
Novel asymmetric (N4) Schiff bases (Ln, n = 1–3) and their nanosized cadmium complexes derived of 4,4'-(pentylazanediyl) dibenzaldehyde and aminobenzaldehyde are synthesized by sonochemical method and characterized based on physicochemical analysis including 1H NMR, 13C NMR, SEM, TGA, Mass, FT-IR, UV–Vis spectroscopy, elemental analysis, magnetic moment and molar conductance measurements. According to the analytic results of the NMR, UV–Vis and magnetic moment studies, it is found that the geometrical structures of these complexes [CdII2LnCl4], (L = C45H40N5X, X = CH3, Cl, OH) are square planer. The synthesized complexes were so effective as nanocatalyst on the oxidation of primary and secondary alcohols. The oxidation reactions were carried out in ethyl-methyl-imidazolium ionic liquid in presence of NaOCl. In addition Cd NPs were synthesized through the thermal decomposition of mentioned complexes and characterized by using FT-IR, SEM, TEM, EDX and XRD methods, which indicated close accordance to the standard pattern of CdO nanoparticles and an acceptable size at the nanorange (22–27 nm). Furthermore geometrical optimization of the Cd2LnCl4 calculated using DFT/B3LYP with LanL2DZ/6-311+G (d,p) level. The electronic parameter including HOMO–LUMO orbitals, bond gap, chemical hardness–softness, electronegativity, electrophilicity, NMR chemical shifts and IR frequencies were calculated. The calculated NMR shifts and vibrational frequencies showed excellent agreement with experimental data.
Direct reductive amination using triethylsilane and catalytic bismuth(III) chloride
Matsumura, Takehiko,Nakada, Masahisa
, p. 1829 - 1834 (2014/03/21)
Direct reductive amination (DRA) using triethylsilane (TESH) and catalytic bismuth(III) chloride (BiCl3) is described for the first time. The use of TESH and BiCl3 provides easy handling, low cost, non-toxicity, and a mild Lewis acid activity, thereby meeting the demand for green and sustainable chemistry. The developed DRA is highly chemoselective and applicable to less-basic amines. The experimental results of this study revealed that the developed DRA could be catalyzed by BiCl3, which was gradually reduced to Bi(0) or bismuth with a low valency by TESH, but TESCl, Bi(0), and Bi(0) with TESCl catalyzed the DRA to some extent.
Synthesis of Amines via Carbon-Sulfur Bond Cleavages of Substituted Aminomethyl Sulfides with Organolithium Reagents: Aminocarbene Route to Enamines and Sterically Hindered Amines
Eisch, John J.,McNulty, John F.,Shi, Xian
, p. 7 - 9 (2007/10/02)
N-Substituted and N,N-disubstituted aminomethyl sulfides can be converted into secondary and tertiary amines, respectively, by organolithium reagents in high yields, regardless of whether the N-substituent is alkyl or aryl; for the former case, imines, and for the latter case, aminocarbenes, are the most likely intermediates.
EFFETS DE CRYPTANDS ET ACTIVATION DE BASES-Va ACTION DES HYDRURES ALCALINS SUR LES ACIDES FAIBLES-II. ALKYLATION DES ANIONS OBTENUS
Pasquini, M. A.,Goaller, R. Le,Pierre, J.L.
, p. 1223 - 1226 (2007/10/02)
Phenoxides, alkoxides and potassium amidates generated by KH in THF or benzene at room temperature are easily alkylated in the presence of catalytic quantities of crytand, without affecting addition-elimination ratios.Thus, Williamson and Gabriel syntheses, as well as the alkylation of secondary amines, occur readily in mild conditions.
