Transition metal-free methylation of amines with formaldehyde as the reductant and methyl source was written by Man, Nikki Y. T.;Li, Wanfang;Stewart, Scott G.;Wu, Xiao-Feng. And the article was included in Chimia in 2015.Application of 79-55-0 This article mentions the following:
A simple transition metal-free procedure using formaldehyde for the N,N-dimethylation and N-methylation of primary and secondary anilines is reported. The reaction showed limitations on sterically hindered and electron-withdrawing anilines, but is successful on amines with electron-donating substituents. Formaldehyde acts as both the reducing agent and the carbon source in the reaction. In the experiment, the researchers used many compounds, for example, 1,2,2,6,6-Pentamethylpiperidine (cas: 79-55-0Application of 79-55-0).
1,2,2,6,6-Pentamethylpiperidine (cas: 79-55-0) belongs to piperidine derivatives. Piperidine is a metabolite of cadaverine, a polyamine found in the human intestine. Piperidine derivatives bearing a masked aldehyde function in the 蔚-position are easily transformed into quinolizidine compounds through intramolecular reductive amination.Application of 79-55-0
Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem