13337-75-2Relevant articles and documents
Synthesis of 7-Chloroquinoline Derivatives Using Mixed Lithium-Magnesium Reagents
Baxendale, Ian R.,Clososki, Giuliano C.,Costa-Lotufo, Leticia V.,Dos Santos, Thiago,Furtado, Luciana C.,Gambacorta, Guido,Moraes De Oliveira, Anderson,Murie, Valter E.,Nicolino, Paula V.,Nishimura, Rodolfo H. V.,Perovani, Icaro S.,Vessecchi, Ricardo
, p. 13402 - 13419 (2021/10/12)
We have prepared a library of functionalized quinolines through the magnesiation of 7-chloroquinolines under mild conditions, employing both batch and continuous flow conditions. The preparation involved the generation of mixed lithium-magnesium intermediates, which were reacted with different electrophiles. Mixed lithium-zinc reagents allowed the synthesis of halogenated and arylated derivatives. Some of the synthesized 4-carbinol quinolines have shown interesting antiproliferative properties, their hydroxyl group being a suitable amino group bioisostere. We also report a two-step approach for optically active derivatives.
