Synthesis of 6/5/3-Fused Tricyclic Scaffolds via Multistep Cascade Cyclization of α-Aryl Vinylsulfoniums with para-Quinamines and para-Quinols DOI
Zhen‐Hua Wang,

Dong-Qun Huang,

Ping Wang

et al.

Organic Letters, Journal Year: 2024, Volume and Issue: 26(28), P. 5905 - 5910

Published: July 9, 2024

Herein, we present a straightforward approach to access hydroindoline-5-one-based 6/5/3-fused polycyclic ring structures through multistep cascade reactions involving α-aryl vinylsulfoniums and

Language: Английский

Cascade Reaction of α-Aryl Vinyl and Propargyl Sulfonium Salts with Carbon Nucleophiles: Synthesis of Functionalized Benzyl and Homoallyl Thioethers DOI
Vilas Manikrao Awchar, Sundarababu Baskaran

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

Published: Jan. 1, 2025

A cascade reaction of α-aryl vinyl and propargyl sulfonium salts with C-nucleophiles afforded functionalized thioethers via Michael addition followed by [2,3]-sigmatropic rearrangement.

Language: Английский

Citations

0
Two Faces of Styrylsulfonium Salts: Domino Michael Addition/Cyclopropanation of 2-(2-Acylvinyl)indoles for the Synthesis of Cyclopropa[3,4]pyrrolo[1,2-a]indoles DOI
А.А. Федоров, Danil A. Myasnikov, Elena Y. Mendogralo

et al.

The Journal of Organic Chemistry, Journal Year: 2025, Volume and Issue: unknown

Published: Feb. 6, 2025

We report a domino reaction of 2-(2-acylvinyl)indoles as well the corresponding pyrroles with styrylsulfonium salts under mild conditions, affording cyclopropamitosene analogues in high yields and complete diastereoselectivity. A wide range (E)-β-hetaryl-α,β-unsaturated ketones were successfully employed for synthesis potentially bioactive cyclopropa[3,4]pyrrolo[1,2-a]indoles related cyclopropa[a]pyrrolizines, demonstrating versatility developed method. In contrast, (Z)-isomers substrates fail to give derivatives but undergo cyclopropanation terminal methyl group.

Language: Английский

Citations

0
Desymmetrization of Cyclohexadienones via [3+2]/[2+1] Domino Annulation: Access to Cyclopropane Fused Tricyclic Enones DOI
Yannan Zhu, Sen Wang,

Bo Fang

et al.

Advanced Synthesis & Catalysis, Journal Year: 2024, Volume and Issue: 366(13), P. 2939 - 2944

Published: April 26, 2024

Abstract A [3+2]/[2+1] domino annulation reaction of cyclohexadienones and α‐aryl vinylsulfonium salts has been reported. range cyclopropane fused tricyclic enones bearing four contiguous stereocenters were obtained as a single diastereomer in 44–93% yields. The synthetic utility was demonstrated with the gram‐scale reactions further transformations products.

Language: Английский

Citations

2
Synthesis of 6/5/3-Fused Tricyclic Scaffolds via Multistep Cascade Cyclization of α-Aryl Vinylsulfoniums with para-Quinamines and para-Quinols DOI
Zhen‐Hua Wang,

Dong-Qun Huang,

Ping Wang

et al.

Organic Letters, Journal Year: 2024, Volume and Issue: 26(28), P. 5905 - 5910

Published: July 9, 2024

Herein, we present a straightforward approach to access hydroindoline-5-one-based 6/5/3-fused polycyclic ring structures through multistep cascade reactions involving α-aryl vinylsulfoniums and

Language: Английский

Citations

2