Zinc(II)-Catalyzed [2+2+1] Annulation of Internal Alkenes, Diazooxindoles, and Isocyanates to Access Spirooxindoles DOI
Zilong Huang, Jie Lin, Mingrui Li

et al.

Organic Letters, Journal Year: 2023, Volume and Issue: 25(13), P. 2328 - 2332

Published: March 27, 2023

Zinc(II)-catalyzed [2+2+1] annulation of internal alkenes, diazooxindoles, and isocyanates was successfully developed for the construction multisubstituted spirooxindoles. This multicomponent transformation involves in situ generation a sulfur-containing spirocyclic intermediate from [4+1] diazooxindole to sulfonyl isocyanate, which subsequently reacts as 1,3-dipole with alkene, that is, α-oxo ketene dithioacetal, furnish formal one-pot manner. synthetic protocol features low-toxicity main group metal catalyst, readily available reagents, ≤96% yields, offering an efficient route spirooxindole derivatives.

Language: Английский

Carbene-induced ring-opening reactions of five-/six-membered cyclic ethers: expanding the frontiers of functional group introduction and molecular architecture construction DOI
Jun Xiao,

Dandan Jiang,

Xiujuan Wu

et al.

Organic & Biomolecular Chemistry, Journal Year: 2025, Volume and Issue: unknown

Published: Jan. 1, 2025

The multi-component ring-opening reactions of cyclic ethers offer an efficient strategy for the rapid introduction multiple functional groups and construction complex molecular architectures.

Language: Английский

Citations

0
Zinc(II)-Catalyzed [2+2+1] Annulation of Internal Alkenes, Diazooxindoles, and Isocyanates to Access Spirooxindoles DOI
Zilong Huang, Jie Lin, Mingrui Li

et al.

Organic Letters, Journal Year: 2023, Volume and Issue: 25(13), P. 2328 - 2332

Published: March 27, 2023

Zinc(II)-catalyzed [2+2+1] annulation of internal alkenes, diazooxindoles, and isocyanates was successfully developed for the construction multisubstituted spirooxindoles. This multicomponent transformation involves in situ generation a sulfur-containing spirocyclic intermediate from [4+1] diazooxindole to sulfonyl isocyanate, which subsequently reacts as 1,3-dipole with alkene, that is, α-oxo ketene dithioacetal, furnish formal one-pot manner. synthetic protocol features low-toxicity main group metal catalyst, readily available reagents, ≤96% yields, offering an efficient route spirooxindole derivatives.

Language: Английский

Citations

4