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

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

Correction to “Synthesis of 6/5/3-Fused Tricyclic Scaffolds via Multistep Cascade Cyclization of α-Aryl Vinylsulfoniums with para-Quinamines and para-Quinols”

Organic Letters, Journal Year: 2024, Volume and Issue: 26(31), P. 6792 - 6792

Published: July 31, 2024

Language: Английский