13695-28-8Relevant articles and documents
Biocompatible Ionic Liquid Promote One-Pot Synthesis of 2-Amino-4H-Chromenes Under Ambient Conditions
Zhu, Anlian,Li, Qixing,Feng, Wanlu,Fan, Dongshuang,Li, Lingjun
, p. 720 - 733 (2020/08/07)
Abstract: The synthesis of 2-amino-4H-chromenes through one-pot multicomponent reactions has received great attention due to the high atom efficiency and the broad bioactivities of the products. Here, the catalytic performances of a series of functional ionic liquids towards this type of reaction were investigated and the results showed that the ionic liquid, choline acetate ([Choline][Ac]), could efficiently promote this reactions under room temperature without the necessary of organic solvents. The reaction is easy to be conducted and the following work-up procedures are very simple. The pure products can be obtained through extraction and washing procedures, no column separation procedures are needed. Intriguingly, this reaction system can be easily scaled up to multi-gram, suggesting its perspective in industrial applications. In addition, the ionic liquid [Choline][Ac] can be easily prepared from cheap and biocompatible materials, and it can be feasibly recycled and reutilized for at least five cycles. Graphic Abstract: Various aldehydes, malononitrile and activated phenols could be converted to thecorresponding 2-amino-4H-chromenes with good to excellent isolated yields underthe catalysis of choline acetate at room temperature. [Figure not available: see fulltext.]
Diethanolamine and N,N-diethylethanolamine ionic liquids as precatalyst-precursors and reaction media in green Heck reaction protocol
Petrovi?, Zorica D.,Simijonovi??, Duica,Petrovi?, Vladimir P.,Markovi?, Svetlana
experimental part, p. 45 - 50 (2010/11/16)
It was found that Heck reaction with PdCl2 in diethanolamine and N,N-diethylethanolamine ionic liquids (ILs) is more efficient than analogous reactions performed in classical organic solvents. The used ILs facilitate solubility of the Pd(II) precatalysts, increase catalyst stability during the reaction, and function as reaction media, bases, precatalyst-precursors, good coordinating ligands, and mobile support for active Pd species. Thus, Heck reaction occurs without additional solvents, ligands and bases, that makes experimental procedure much simpler. Our DFT investigation provides mechanistic insight into the formation of the trans-[PdCl2(DEA)2] complex that acts as a precatalyst.