33558-24-6Relevant academic research and scientific papers
Reductive Coupling of CO2, Primary Amine, and Aldehyde at Room Temperature: A Versatile Approach to Unsymmetrically N,N-Disubstituted Formamides
Ke, Zhengang,Hao, Leiduan,Gao, Xiang,Zhang, Hongye,Zhao, Yanfei,Yu, Bo,Yang, Zhenzhen,Chen, Yu,Liu, Zhimin
supporting information, p. 9721 - 9725 (2017/07/25)
We present a simple, metal-free, and versatile route to synthesize unsymmetrically N,N-disubstituted formamides (NNFAs) from CO2, primary amine, and aldehyde promoted by an ionic liquid (1-butyl-3-methylimidazolium chloride) at room temperature. This approach features wide scopes of amines and aldehydes, and various unsymmetrical NNFAs could be obtained in good to excellent yields. The ionic liquid can be reused for at least five runs without obvious activity loss.
Copper/N,N-dimethylglycine catalyzed Goldberg reactions between aryl bromides and amides, aryl iodides and secondary acyclic amides
Jiang, Liqin
supporting information, p. 13448 - 13460 (2015/02/19)
An efficient and general copper-catalyzed Goldberg reaction at 90-110 °C between aryl bromides and amides providing the desired products in good to excellent yields has been developed using N,N-dimethylglycine as the ligand. The reaction is tolerant toward a wide range of amides and a variety of functional group substituted aryl bromides. In addition, hindered, unreactive aromatic and aliphatic secondary acyclic amides, known to be poor nucleophiles, are efficiently coupled with aryl iodides through this simple and cheap copper/N,N-dimethylglycine catalytic system.
Oxidative Dealkylation of 4-Substituted N,N-Dialkylanilines with Molecular Oxygen in the Presence of Acetic Anhydride Promoted by Cobalt(II) or Copper(I) Chloride
Murata, Satoru,Suzuki, Kaoru,Tamatani, Akira,Miura, Masahiro,Nomura, Masakatsu
, p. 1387 - 1392 (2007/10/02)
The reaction of 4-substituted N,N-dimethylanilines 1a-d with acetic anhydride 5 proceeded efficiently in the presence of a catalytic amount of cobalt(II) or copper(I) chloride under oxygen to give the corresponding N-methylacetanilides 2a-d along with N-methylformanilides 3a-d.The reaction of N-alkyl-N-methyl-p-toluidines 1f-h with cobalt chloride revealed that the order of reactivity of the N-substituents follows the sequence allyl > benzyl >/= methyl > ethyl, while in the case of copper chloride the order was benzyl > allyl > methyl > ethyl.Aldehydes 18a-e and phenylglyoxylic acid derivatives 18f and 18g were obtained in fair to good yield from the reaction of n-substituted N-ethyl-p-toluidines 17a-g.
Cobalt(II) Chloride Catalyzed Oxidation of 4-Substituted N,N-Dialkylanilines with Molecular Oxygen in the Presence of Acetic Anhydride
Murata, Satoru,Tamatani, Akira,Suzuki, Kaoru,Miura, Masahiro,Nomura, Masakatsu
, p. 757 - 760 (2007/10/02)
The oxidation of 4-substituted N,N-dialkylanilines with molecular oxygen using a catalytic amount of cobalt(II) chloride efficiently proceeds in the presence of acetic anhydride to give N-alkylacetanilides in good yields along with N-alkylformanilides.
