43071-19-8Relevant academic research and scientific papers
Direct Synthesis of N,N-Dimethylated and β-Methyl N,N-Dimethylated amines from nitriles using methanol: Experimental and computational studies
Paul, Bhaskar,Shee, Sujan,Panja, Dibyajyoti,Chakrabarti, Kaushik,Kundu, Sabuj
, p. 2890 - 2896 (2018/04/14)
Direct and selective synthesis of N,N-dimethylated amines from nitriles using methanol as C1 building blocks is reported using an air- and moisture-stable ruthenium complex. Following this process, various aromatic as well as aliphatic nitriles were converted to the corresponding N-methylated amines. Interestingly, tandem C-methylation as well as N-methylation was achieved by introducing multiple methyl groups. The practical aspect of this process was revealed by preparative-scale reactions with different nitriles and the synthesis of anti-allergic drug "avil". Several kinetic experiments and detailed DFT calculations were carried out to understand the mechanism of this process.
Palladium-Catalyzed Benzylic C-H Arylation of Azaarylmethylamines
Kim, Byeong-Seon,Jiménez, Jacqueline,Gao, Feng,Walsh, Patrick J.
supporting information, p. 5788 - 5791 (2015/12/11)
A direct C-H functionalization approach to produce aryl(azaaryl)methylamines from azaarylmethylamines without directing groups is described. Under conditions where the azaarylmethylamines' C-H is reversibly deprotonated, a Pd(OAc)2/NIXANTPHOS-b
A general catalytic methylation of amines using carbon dioxide
Li, Yuehui,Fang, Xianjie,Junge, Kathrin,Beller, Matthias
, p. 9568 - 9571 (2013/09/23)
Putting CO2 to work: Carbon dioxide is shown to be a general and selective methylating reagent for secondary and primary, aromatic and aliphatic amines under reductive conditions. A variety of tertiary amines are obtained from CO2 and commercially available silanes in high yields with good tolerance to nitrile, olefin, ether, ester, and hydroxy groups. Copyright
Oxidative synthesis of amides and pyrroles via dehydrogenative alcohol oxidation by ruthenium diphosphine diamine complexes
Schley, Nathan D.,Dobereiner, Graham E.,Crabtree, Robert H.
experimental part, p. 4174 - 4179 (2011/10/03)
A series of ruthenium complexes can perform the acceptorless dehydrogenation of diols as well as the reaction of amines and alcohols to form ester, lactam, and amide products. The ligand criteria necessary for high catalytic activity are identified to guide future catalyst development for amide formation from amines and alcohols. These complexes can be employed in a dehydrogenative Paal-Knorr pyrrole synthesis to give 2,5-dimethyl-N- alkylpyrroles.
Reaction of Pyridine and Picolines N-oxides with Hexamethylphosphoroamide. New Way to Dimethylamino Derivatives of Azaaromatic Compounds
Czuba, W.,Wodzinska, J.
, p. 1343 - 1346 (2007/10/02)
The reaction of pyridine, 2-, 3-, and 4-picoline N-oxides with hexamethylphosphoramide (HMPA) was studied in the temperature range of 150-230 deg C with and without polyphosphoric acid (PPA) as catalyst. Pyridine and 3-picoline N-oxides gave their 2-dimethylamino derivatives as well as deoxygenation products. In the case of 2- and 4-picoline N-oxides 2- and 4-dimethylaminomethylpyridines were formed, respectively as well as 2- and 4-picoline. Key words: hexamethylphosphoramide, pyridine and picoline N-oxides, 2-dimethylaminopyridine, 2- and 4- dimethylaminomethylpyridines
