55578-19-3Relevant academic research and scientific papers
Recyclable Oxofluorovanadate-Catalyzed Formylation of Amines by Reductive Functionalization of CO2 with Hydrosilanes
Wu, Shanxuan,Huang, Zijun,Jiang, Xiaolin,Yan, Fachao,Li, Yuehui,Du, Chen-Xia
, p. 1763 - 1766 (2021/03/01)
An efficient method has been developed for the reductive amination of CO2 by using readily available and recyclable oxofluorovanadates as catalysts. Various amines are transformed into the desired N-formylated products in moderate to excellent yields at room temperature in the presence of phenylsilane. Mechanistic studies based on in situ infrared spectroscopy suggest a reaction pathway initiated through F?Si interactions. The activated phenylsilane allows for CO2 insertion to produce phenylsilyl formate, which undergoes attack by the amine to generate the target product.
Tetracoordinate borates as catalysts for reductive formylation of amines with carbon dioxide
Du, Chen-Xia,Huang, Zijun,Jiang, Xiaolin,Li, Yuehui,Makha, Mohamed,Wang, Fang,Zhao, Dongmei
supporting information, p. 5317 - 5324 (2020/09/17)
We report sodium trihydroxyaryl borates as the first robust tetracoordinate organoboron catalysts for reductive functionalization of CO2. These catalysts, easily synthesized from condensing boronic acids with metal hydroxides, activate main group element-hydrogen (E-H) bonds efficiently. In contrast to BX3 type boranes, boronic acids and metal-BAr4 salts, under transition metal-free conditions, sodium trihydroxyaryl borates exhibit high reactivity of reductive N-formylation toward a variety of amines (106 examples), including those with functional groups such as ester, olefin, hydroxyl, cyano, nitro, halogen, MeS-, ether groups, etc. The over-performance to catalyze formylation of challenging pyridyl amines affords a promising alternative method to the use of traditional formylation reagents. Mechanistic investigation supports electrostatic interactions as the key for Si/B-H activation, enabling alkali metal borates as versatile catalysts for hydroborylation, hydrosilylation, and reductive formylation/methylation of CO2.
Mn(II)-Catalyzed N -Acylation of Amines
Ma, Juan,Zhang, Jingyu,Gong, Hang
, p. 693 - 703 (2019/01/23)
A practical protocol has been developed here for the Mn(II)-catalyzed N -acylation of amines with high yields using N, N -dimethylformamide and other amides as the carbonyl source. The protocol is simple, does not require any acid, base, ligand, or other additives, and encompasses a broad substrate scope for primary, secondary, and heterocyclic amines.
Mn-Catalyzed Selective Double and Mono-N-Formylation and N-Methylation of Amines by using CO2
Huang, Zijun,Jiang, Xiaolin,Zhou, Shaofang,Yang, Peiju,Du, Chen-Xia,Li, Yuehui
, p. 3054 - 3059 (2019/04/10)
Functionalization of amines by using CO2 is of fundamental importance considering the abundance of amines and CO2. In this context, the catalytic formylation and methylation of amines represent convenient and successful protocols for selective CO2 utilization as a C1 building block. This study represents the first example of selective catalytic double N-formylation of aryl amines by using a dinuclear Mn complex in the presence of phenylsilane. This robust system also allows for selective formylation and methylation of amines under a range of conditions.
Amine formylation with CO2 and H2 catalyzed by heterogeneous Pd/PAL catalyst
Dai, Xingchao,Wang, Bin,Wang,Shi, Feng
, p. 1141 - 1146 (2019/07/09)
For the first time, Pd supported on natural palygorskite was developed for amine formylation with CO2 and H2. Both secondary and primary amines with diverse structures could be converted into the desired formamides at 100 °C, and good to excellent yields were obtained.
Method for synthesis of formamide derivatives by cobalt catalysis of formylation reaction
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Paragraph 0056; 0057, (2018/04/21)
The invention discloses a method for synthesis of formamide derivatives by cobalt catalysis of formylation reaction. The method comprises that the formamide derivatives are produced by one-pot reaction of amine compounds and formamide compounds under the catalysis of cobalt salts; the method has the advantages of cheap and easily obtained reaction raw materials and catalysts, simple reaction stepsand operation, high reaction selectivity, high yield, extendable reaction and the like, and overcomes the defects of high reaction reagent toxicity, expensive catalysts, more reaction steps, more byproducts and the like in the prior art.
Cobalt(II)-Catalyzed N-Acylation of Amines through a Transamidation Reaction
Ma, Juan,Zhang, Feng,Zhang, Jingyu,Gong, Hang
, p. 4940 - 4948 (2018/09/25)
A practical protocol has been developed for a Co(OAc)2·4H2O-catalyzed transamidation reaction. The reaction gives high yields and uses N,N-dimethylformamide and other amides as carbonyl sources. The protocol is rapid and simple, and it does not require any acids, bases, ligands, or other additives. It works well for a wide range of primary, secondary, and heterocyclic amines.
Method for synthesizing formamide derivatives by molybdenum catalyzed formylation reaction
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Paragraph 0055; 0056, (2018/05/16)
The invention discloses a method for synthesizing formamide derivatives by molybdenum catalyzed formylation reaction. The method includes that the formamide derivatives are generated by one-pot reaction of amine compounds and formamide compounds under the catalytic action of molybdenum salts and/or molybdenum oxides. Reaction methods and catalysts are cheap and easy to acquire, reaction steps andoperations are simple, the method has advantages of high reaction selectivity, high yield, expandability in reaction and the like, and defects of high toxicity of reaction agents, expensive catalysts,complex reaction steps, high quality of by-products and the like in the prior art are overcome.
Method of using graphene oxide to catalyze formylation reaction to synthesize formamide derivative
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Paragraph 0054; 0055, (2018/05/16)
The invention discloses a method of using graphene oxide to catalyze formylation reaction to synthesize a formamide derivative. The method includes: allowing amine compound and formamide compound to be in one-pot reaction under catalytic action of graphene oxide to generate the formamide derivative. Reaction raw materials and a catalyst are low in cost and easy to obtain, the catalyst can be recycled, reaction steps and operations are simple, the method has the advantages of high reaction selectivity, high yield and supportiveness of expanding reaction, and the defects that reaction reagents are high in toxicity, catalysts are expensive, the number of reaction steps is large and the number of byproducts is large in the prior art are overcome.
N-formylation of amine using graphene oxide as a sole recyclable metal-free carbocatalyst
Ma, Juan,Zhang, Jingyu,Zhou, Xiao,Wang, Jiawei,Gong, Hang
, p. 2851 - 2860 (2018/10/31)
Abstract: Graphene oxide (GO), an inexpensive, environment-friendly, and metal-free carbocatalyst, used for the N-formylation of amines is developed. In this reaction, GO shows good activity, selectivity, and recyclability. This strategy has an array of advantages, such as being metal free, without additive, wide-scope protocol, scalable with a low catalyst loading of 3?wt%, use of readily available and recyclable carbocatalyst, and DMF as a readily available formyl source. Furthermore, this strategy provides an avenue for the convenient hydroformylation of various amines. Graphical abstract: [Figure not available: see fulltext.].
