Journal ArticleDOI
Oxindole-3-spiropyrrolidines and -piperidines. Synthesis and local anesthetic activity.
Milton J. Kornet,Alan P. Thio +1 more
TLDR
The coincidence of the least variability in the relative positions of basic nitrogen, amide carbonyl, and aromatic ring (compounds 1 and 6) with lowest normalized toxicity is noteworthy.Abstract:
The synthesis and local anesthetic properties of five 1-dealkyloxindole-3-spiropyrrolidines and six 1-dealkyloxindole-3-spiropiperidines are described. The compounds studied include members of all five possible positional isomers of the two classes of spirooxindoles; all showed local anesthetic activity by the rat sciatic nerve block method. The coincidence of the least variability in the relative positions of basic nitrogen, amide carbonyl, and aromatic ring (compounds 1 and 6) with lowest normalized toxicity is noteworthy.read more
Citations
More filters
Journal ArticleDOI
Pyrrolidinyl-spirooxindole natural products as inspirations for the development of potential therapeutic agents.
TL;DR: The 3,3'-pyrrolidinyl-spirooxindole unit is a privileged heterocyclic motif that forms the core of a large family of alkaloid natural products with strong bioactivity profiles and interesting structural properties.
Journal ArticleDOI
Benign by design: catalyst-free in-water, on-water green chemical methodologies in organic synthesis
TL;DR: Various named reactions, multi-component reactions and the synthesis of heterocyclic compounds are discussed including the use of various energy input systems such as microwave- and ultrasound irradiation, among others.
Journal ArticleDOI
Natürliche Pyrrolidinylspirooxindole als Vorlagen für die Entwicklung medizinischer Wirkstoffe
Journal ArticleDOI
Molecular diversity of spirooxindoles. Synthesis and biological activity
TL;DR: This review focuses on the various strategies for the enantioselective synthesis of spirocyclic oxindoles relying on reports over the past decade and from earlier work.
Journal ArticleDOI
Organocatalytic Tandem Reaction to Construct Six-Membered Spirocyclic Oxindoles with Multiple Chiral Centres through a Formal [2+2+2] Annulation
TL;DR: An efficient tandem reaction for the asymmetric synthesis of six-membered spirocyclic oxindoles has been successfully developed through a formal [2+2-2] annulation strategy.