51353-13-0Relevant academic research and scientific papers
Ambient Moisture Accelerates Hydroamination Reactions of Vinylarenes with Alkali-Metal Amides under Air
Bole, Leonie J.,Davin, Laia,García-álvarez, Joaquín,Hernán-Gómez, Alberto,Hevia, Eva,Kennedy, Alan,Mulks, Florian F.
supporting information, p. 19021 - 19026 (2020/09/01)
A straightforward alkali-metal-mediated hydroamination of styrenes using biorenewable 2-methyltetrahydrofuran as a solvent is reported. Refuting the conventional wisdom of the incompatibility of organolithium reagents with air and moisture, shown here is that the presence of moisture is key in favoring formation of the target phenethylamines over competing olefin polymerization products. The method is also compatible with sodium amides, with the latter showing excellent promise as highly efficient catalysts under inert atmosphere conditions.
A simple one-pot procedure for the iminium salt formation: An efficient route to β-arylethylamines
Ku, Yi-Yin,Grieme, Tim,Pu, Yu-Ming,Bhatia, Ashok V.,King, Steve A.
, p. 1471 - 1474 (2007/10/03)
A practical and highly efficient process for the preparation of β-arylethylamines 7 was developed. Benzylic organozinc compounds 10 were reacted with the iminium salts 9 generated in situ from the amine salt 8 and paraformaldehyde in one pot and in a polar and aprotic solvent, such as NMP. A variety of the β-arylethylamines were prepared in 43-91% yields.
