6590-42-7Relevant articles and documents
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.
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.
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.
