Synthesis and evaluation of the antitumor activity of highly functionalised pyridin-2-ones and pyrimidin-4-ones

Abstract

The methods for selective synthesis of two novel types of compounds including pyridin-2-ones 3 and pyrimidin-4-ones 4 were developed. The antitumor bioactivity screening showed that certain compounds had potent antitumor activity.

Cascade Reaction of Morita–Baylis–Hillman Acetates with 1,1-Enediamines or Heterocyclic Ketene Aminals: Synthesis of Highly Functionalized 2-Aminopyrroles

“…Comparatively, acyclic 1,1-enediamines (EDAMs) have not been widely concerned in the past. Some groups have used EDAMs to serve as bisnucleophiles and react with various electrophiles to prepare high functionalized heterocycles . On the other hand, Baylis and Hillman have earlier reported the synthesis of α-hydroxyethyl nitro-ethylenes from the Morita–Baylis–Hillman (MBH) reaction .…”

Highly Selective Synthesis of 2-Amino-4,6-diarylpyridine Derivatives by the Cascade Reaction of 1,1-Enediamines with α,β-Unsaturated Ketones

“…However, acyclic 1,1-enediamines (EDAMs) have not been considered for many years. Rare studies have shown that EDAMs serve as bisnucleophiles (α-carbon and N as nucleophilic sites) and react with biselectrophiles to produce fused heterocyclic compounds. , In continuation of our interest in the synthesis of functionalized heterocyclic compounds with pharmacological activity and from available building blocks, we aim to use EDAMs as building blocks to construct novel 2-amino-4,6-diarylpyridine ring systems (Scheme ). Using the N(3) of EDAMs 2 to attack the electrophilic sites shows little steric effect ((N3) vs NHAr).…”

Cascade Reaction of 1,1-Enediamines with 2-Benzylidene-1H-indene-1,3(2H)-diones: Selective Synthesis of Indenodihydropyridine and Indenopyridine Compounds

“…1,1-Enediamines (EDAMs) are fascinating and versatile building blocks that are widely used to synthesize various fused heterocyclic compounds. − We have used EDAMs as bisnucleophilic reagents to react with isatins via a cascade reaction for the synthesis of indenopyridine derivatives , (Scheme ). Other researchers have used a diversity of enamines as substrates for the synthesis of various indenopyridine derivatives through cascade reactions. − Based on the importance of indenopyridine derivatives, we explored the cascade of EDAMs for synthesis of indenopyridine derivatives including indenopyridines and IDDPs.…”