Diversity-Oriented Synthesis of Spirooxindoles via Asymmetric Organocatalytic Regiodivergent Cascade Reactions DOI

Yong-Chao Ming,

Xuejiao Lv,

Chen Wang

et al.

Organic Letters, Journal Year: 2024, Volume and Issue: unknown

Published: Dec. 5, 2024

A regiodivergent strategy for the asymmetric diversity-oriented synthesis of spirooxindoles via organocatalytic cascade reactions is developed. Two regioselective pathways can be precisely controlled with different aminocatalysts in reaction 2-hydroxycinnamaldehydes and β,β-disubstituted 3-alkylidene oxindoles. The vinylogous Michael/oxa-Michael/aldol gave spiro-bridged oxindoles bearing two adjacent quaternary stereocenters, while oxa-Michael/Michael spirooxindoles. Moreover, during synthetic application studies, an acid-catalyzed rearrangement was found to yield biologically important

Language: Английский

Synthesis of Semaxanib-like 3-alkylideneoxindoles and their binding investigation with ctDNA by multiple methods DOI
Xiaoyun Li, R. S. Gao, Jie Zhu

et al.

Journal of Molecular Liquids, Journal Year: 2024, Volume and Issue: unknown, P. 126777 - 126777

Published: Dec. 1, 2024

Language: Английский

Citations

2

Five-membered ring systems: Pyrroles and benzo analogs DOI
Chuan Shan, Justin M. Lopchuk

Progress in heterocyclic chemistry, Journal Year: 2024, Volume and Issue: unknown, P. 123 - 173

Published: Jan. 1, 2024

Language: Английский

Citations

0

Diversity-Oriented Synthesis of Spirooxindoles via Asymmetric Organocatalytic Regiodivergent Cascade Reactions DOI

Yong-Chao Ming,

Xuejiao Lv,

Chen Wang

et al.

Organic Letters, Journal Year: 2024, Volume and Issue: unknown

Published: Dec. 5, 2024

A regiodivergent strategy for the asymmetric diversity-oriented synthesis of spirooxindoles via organocatalytic cascade reactions is developed. Two regioselective pathways can be precisely controlled with different aminocatalysts in reaction 2-hydroxycinnamaldehydes and β,β-disubstituted 3-alkylidene oxindoles. The vinylogous Michael/oxa-Michael/aldol gave spiro-bridged oxindoles bearing two adjacent quaternary stereocenters, while oxa-Michael/Michael spirooxindoles. Moreover, during synthetic application studies, an acid-catalyzed rearrangement was found to yield biologically important

Language: Английский

Citations

0