79952-95-7Relevant academic research and scientific papers
Simplified preparation of a graphene-co-shelled Ni/NiO@C nano-catalyst and its application in theN-dimethylation synthesis of amines under mild conditions
Liu, Jianguo,Ma, Longlong,Song, Yanpei,Zhang, Mingyue,Zhuang, Xiuzheng
supporting information, p. 4604 - 4617 (2021/06/30)
The development of Earth-abundant, reusable and non-toxic heterogeneous catalysts to be applied in the pharmaceutical industry for bio-active relevant compound synthesis remains an important goal of general chemical research.N-methylated compounds, as one of the most essential bioactive compounds, have been widely used in the fine and bulk chemical industries for the production of high-value chemicals. Herein, an environmentally friendly and simplified method for the preparation of graphene encapsulated Ni/NiO nanoalloy catalysts (Ni/NiO@C) was developed for the first time, for the highly selective synthesis ofN-methylated compounds using various functional amines and aldehydes under easy to handle, and industrially applicable conditions. A large number of primary and secondary amines (more than 70 examples) could be converted to the correspondingN,N-dimethylamines with the participation of different functional aldehydes, with an average yield of over 95%. A gram-scale synthesis also demonstrated a similar yield when compared with the benchmark test. In addition, it was further proved that the catalyst could easily be recycled because of its intrinsic magnetism and reused up to 10 times without losing its activity and selectivity. Also, for the first time, the tandem synthesis ofN,N-dimethylamine products in a one-pot process, using only a single earth-abundant metal catalyst, whose activity and selectivity were more than 99% and 94%, respectively, for all tested substrates, was developed. Overall, the advantages of this newly developed method include operational simplicity, high stability, easy recyclability, cost-effectiveness of the catalyst, and good functional group compatibility for the synthesis ofN-methylation products as well as the industrially applicable tandem synthesis process.
A mild one-pot conversion of alkenes into amines through tandem ozonolysis and reductive amination
Kyasa, Shivakumar,Fisher, Thomas J.,Dussault, Patrick H.
, p. 3475 - 3481 (2011/12/04)
The selective reduction of hydroperoxyacetals to aldehydes by sodium triacetoxyborohydride provides the basis for a mild one-pot synthesis of amines from alkenes. Georg Thieme Verlag Stuttgart.
Expedient reductive animation of aldehyde bisulfite adducts
Pandit, Chennagiri R.,Mani, Neelakandha S.
experimental part, p. 4032 - 4036 (2010/03/24)
A novel, one-pot protocol for the direct reductive animation of aldehyde bisulfite adducts is reported. Bisulfite adducts of aliphatic and aromatic aldehydes, on treatment with an organic base under non-aqueous conditions liberate the aldehyde in situ, which then undergoes efficient reductive amination with amines in the presence of sodium triacetoxyborohydride.
General combinatorial synthesis of tertiary amines on solid support. A novel conditional release strategy based on traceless linking at nitrogen
Gustafsson, Magnus,Olsson, Roger,Andersson, Carl-Magnus
, p. 133 - 136 (2007/10/03)
A novel solid phase synthesis of tertiary amines involving iodide-induced cleavage of the N-O bond of resin bound alkoxyammonium intermediates is described. The quaternary intermediates were assembled via sequential reductive aminations followed by alkylation. Cleavage from the solid support was induced by iodide ion or base, to afford the target tertiary amines in excellent purity.
ALKYLAMINOMETHYLATION D'ORGANOMAGNESIENS.
Yankep, Emmanuel,Kapnang, Henriette,Charles, Georges
, p. 7383 - 7384 (2007/10/02)
The organomagnesium compound RMgX is converted, in two steps, into the secondary amine R-CH2-NH-R1 (R1=CH3 or alkyl).
Scope and Pathway of Catalytic Aminomethylation of Olefins
Jachimowicz, Felek,Raksis, Joseph W.
, p. 445 - 447 (2007/10/02)
We describe a general and high-yield one-step process for synthesis of tertiary and secondary amines from olefins, carbon monoxide, water, and a nitrogen source in the presence of transition-metal compounds as catalysts.We find this chemistry, initially d
