Ugi Cascade Sequence for the Construction of 3‐Pyrrolin‐2‐one Scaffolds: Anti‐proliferation in Prostate Cancer Cells

Abstract

Herein, a small series of 3-pyrrolin-2-ones was efficiently synthesized through a three-step Ugi cascade sequence. This method features readily available substrates, simple aqueous workup procedures and good yields, dramatically improving generality of reaction. Importantly, the newly product N-benzyl-2-(3-(4-chlorophenyl)-4-methyl-2-oxo-2,5dihydro-1H-pyrrol-1-yl)-2-phen-ylacetamide exhibited potent anti-proliferation in prostate cancer cell line through G1/S cell cycle arrest and targeted in PI3K/AKT/TSC2 signal pathway.

Lewis Acid-Driven Multicomponent Reactions Enable 2-Alkyl Chromanones with Anticancer Activities

“…Constructing the 4s heterocycle remains a crucial task in transition-metal-catalyzed transformations due to its intrinsic coordination ability, which can lead to catalyst deactivation. As shown in our previous work, the alkyne functional group was readily converted to a ketone under Lewis acid-catalyzed reaction conditions. N -(prop-2-yn-1-yl)-4-(trifluoromethyl)benzamides were also suitable candidates for these chromone-based multicomponent reactions ( 4t – 4v , 78–82%).…”