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J Org Chem ; 86(19): 13402-13419, 2021 10 01.
Artículo en Inglés | MEDLINE | ID: mdl-34553940

RESUMEN

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.


Asunto(s)
Magnesio , Quinolinas , Indicadores y Reactivos , Litio , Zinc
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