Ring enlargement versus selenoetherification on the reaction of allenyl oxindoles with selenenylating reagents.

J Org Chem

Grupo de Lactamas y Heterociclos Bioactivos, Departamento de Química Orgánica I, Unidad Asociada al CSIC, Facultad de Química, Universidad Complutense de Madrid, 28040-Madrid, Spain.

Published: April 2012

AI Article Synopsis

  • - Lactam-tethered allenols, derived from α-oxolactams, are used to react with selenenylating agents to create two different types of compounds: spirocyclic selenolactams and selenoquinolones, depending on the chosen reagents and starting materials.
  • - The process involves either oxycyclization to form spirocyclic structures or ring expansion to produce quinolone structures, showcasing the versatility of these reactions.
  • - Additionally, the newly synthesized compounds have been tested for their biological activity against four different human cancer cell lines, indicating potential therapeutic applications.

Article Abstract

Lactam-tethered allenols, readily prepared from α-oxolactams, were used as starting materials for divergent reactivity with selenenylating reagents. Either oxycyclization (spirocyclic selenolactams) or ring expansion (selenoquinolones) can be achieved through the choice of both reagents and substrates. The biological activity of some of the synthesized heterocycles has additionally been evaluated in four human cancer cell lines.

Download full-text PDF

Source
http://dx.doi.org/10.1021/jo202495zDOI Listing

Publication Analysis

Top Keywords

selenenylating reagents
8
ring enlargement
4
enlargement versus
4
versus selenoetherification
4
selenoetherification reaction
4
reaction allenyl
4
allenyl oxindoles
4
oxindoles selenenylating
4
reagents lactam-tethered
4
lactam-tethered allenols
4

Similar Publications

Want AI Summaries of new PubMed Abstracts delivered to your In-box?

Enter search terms and have AI summaries delivered each week - change queries or unsubscribe any time!