Diverse Synthesis of Fused Polyheterocyclic Compounds via [3 + 2] Cycloaddition of In Situ-Generated Heteroaromatic N-Ylides and Electron-Deficient Olefins

Molecules, Journal Year: 2023, Volume and Issue: 28(11), P. 4410 - 4410

Published: May 29, 2023

[3 + 2] Cycloaddition reactions of heteroaromatic N-ylides with electron-deficient olefins have been developed. The N-ylides, in situ generated from N-phenacylbenzothiazolium bromides, can smoothly react maleimides under very mild conditions, affording fused polycyclic octahydropyrrolo[3,4-c]pyrroles good-to-excellent isolated yields. This reaction concept could also be extended to 3-trifluoroethylidene oxindoles and benzylidenemalononitriles as for accessing highly functionalized polyheterocyclic compounds. A gram-scale experiment was carried out verify the practicability methodology.

Language: Английский

Organocatalyzed cycloaddition of N-2,2,2-trifluoroethylisatin ketimines for synthesis of CF3-containing spirooxindoles

Elsevier eBooks, Journal Year: 2024, Volume and Issue: unknown, P. 55 - 87

Published: Jan. 1, 2024

Language: Английский