82222-99-9Relevant academic research and scientific papers
B(C6F5)3-Catalyzed C-H Alkylation of N-Alkylamines Using Silicon Enolates without External Oxidant
Chan, Jessica Z.,Chang, Yejin,Wasa, Masayuki
supporting information, p. 984 - 988 (2019/02/14)
An efficient method for the coupling of N-alkylamines with silicon enolates to generate β-amino carbonyl compounds is disclosed. These reactions proceed by activation of α-amino C-H bonds by B(C6F5)3, which likely generate
C-H Functionalization of Amines via Alkene-Derived Nucleophiles through Cooperative Action of Chiral and Achiral Lewis Acid Catalysts: Applications in Enantioselective Synthesis
Shang, Ming,Chan, Jessica Z.,Cao, Min,Chang, Yejin,Wang, Qifan,Cook, Brennan,Torker, Sebastian,Wasa, Masayuki
supporting information, p. 10593 - 10601 (2018/08/03)
Catalytic transformations of α-amino C-H bonds to afford valuable enantiomerically enriched α-substituted amines, entities that are prevalent in pharmaceuticals and bioactive natural products, have been developed. Typically, such processes are carried out
ipso-Attack in the Nitration of Aromatic Amines. Part 2. Isolation of Salts and Other Products resulting from ipso-Attack
Helsby, Paul,Ridd, John H.
, p. 311 - 316 (2007/10/02)
In 70percent nitric acid at 0 deg C, NN,2,4,6-pentamethylaniline undergoes ipso-attack at the 4-position to form the relatively stable ipso-intermediate (2); this ion can be precipitated as the hexafluorophosphate.In more aqueous media, the dimethylamino group is displaced by water to form the hexadienone (4).In aqueous nitric acid at 0 deg C, NN,2,4-tetramethyl-6-nitroaniline undergoes both ipso-attack and addition of water to the ring to form the adduct (8); this ion can also be precipitated as the hexafluorophosphate.The reaction of NN,2,6-tetramethyl-4-methoxyaniline with 52 percent nitric acid at 0 deg C also involves displacement of the dimethylamino group and gives finally 2,6-dimethylbenzoquinone.The initial stages of the reactions of the above amines require the presence of nitrous acid and the reactions are inhibited by hydrazine.
