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Organocatalytic Asymmetric Synthesis of Spirooxindole Embedded Oxazolidines

open access: yesThe Journal of Organic Chemistry, 2021
The first organocatalytic asymmetric synthesis of spirooxindole embedded oxazolidines has been developed via a domino reaction involving hemiaminal formation, followed by an unprecedented aza-Michael reaction between isatin derived N-Boc ketimines and γ-hydroxy enones.
Chandrakanta Parida   +3 more
openaire   +3 more sources
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Recent Strategies in the Synthesis of Spiroindole and Spirooxindole Scaffolds

Topics in Current Chemistry, 2021
Spiroindole and spirooxindole scaffolds are very important spiro-heterocyclic compounds in drug design processes. Significant attention has been directed at obtaining molecules based on spiroindole and spirooxindole derivatives that have bioactivity against cancer cells, microbes, and different types of disease affecting the human body.
Shima Nasri   +2 more
exaly   +3 more sources

An Access to Highly Functionalized Dihydrobenzofuran Spirooxindole Scaffolds

open access: yesOrganic Letters, 2022
We have developed an efficient protocol for the construction of polycyclic dihydrobenzofuran spirooxindole scaffolds via base promoted cascade annulation of Morita-Baylis-Hillman (MBH) carbonates of isatins with ortho-hydroxychalcones or ortho-hydroxy-β-nitrostyrenes. The complex polycyclic compounds were conveniently synthesized in satisfactory yields
Daqian Wang   +4 more
openaire   +3 more sources

Expeditious entry into carbocyclic and heterocyclic spirooxindoles

Organic & Biomolecular Chemistry, 2022
Recent advances in the chemistry of base-, metal-, nano-metal and organo-catalyst mediated achiral and chiral versions of the structurally diverse and pharmaceutically relevant spirooxindoles are gently reviewed.
Madhu Ganesh, Shammy Suraj
openaire   +2 more sources

Enantioselective Construction of Spirooxindole-Fused Cyclopentanes

The Journal of Organic Chemistry, 2021
The present study reports an asymmetric organocatalytic cascade reaction of oxindole derivates with α,β-unsaturated aldehydes efficiently catalyzed by simple chiral secondary amine. Spirooxindole-fused cyclopentanes were produced in excellent isolated yields (up to 98%) with excellent enantiopurities (up to 99% ee) and moderate to high ...
Vojtěch Dočekal   +7 more
openaire   +2 more sources

A New Route to Spirooxindoles

Organic Letters, 2000
[reaction: see text]Reaction of indole amides 5 with tributylstannane gave spiroindolenines 9 which are readily converted into spiropyrrolidinyloxindoles. This tricyclic system is found in a number of interesting natural products.
S T, Hilton   +3 more
openaire   +2 more sources

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