Synthesis of donor-acceptor type 1,1-bis(sulfonyl)cyclopropanes from active bis(sulfonyl)methylene compounds using sulfonium salts

Tetrahedron, Journal Year: 2025, Volume and Issue: unknown, P. 134514 - 134514

Published: Feb. 1, 2025

Language: Английский

Sulfur‐Mediated Ring‐Opening Cyclization of Spirocyclopropanes for the Construction of Benzo[b]thiophene Skeleton

Chemistry - An Asian Journal, Journal Year: 2025, Volume and Issue: unknown

Published: May 14, 2025

Abstract A novel approach for the construction of benzo[ b ]thiophene skeleton has been developed. Regioselective ring‐opening cyclization cyclohexane‐1,3‐dione‐2‐spirocyclopropanes using sodium hydrosulfide as a sulfur‐transfer reagent proceeded smoothly and subsequent addition an acid afforded corresponding tetrahydrobenzo[ ]thiophen‐4‐one derivatives in good to excellent yields. Cycloheptane‐1,3‐dione‐2‐spirocyclopropanes could be also applied present protocol. In contrast, reaction monocyclic 1,1‐diacetyl‐2‐phenylcyclopropane with gave decomposition products instead desired product. This result suggests that spiro structure is crucial successful cyclization. One obtained from converted into 2‐substituted 4‐hydroxybenzo[ derivative while avoiding oxidation sulfide sulfoxide or sulfone. protocol provides alternative synthetic method access ]thiophenes without multisubstituted benzenes starting materials, which are often difficult prepare. To our knowledge, this first report synthesis cyclopropanes.

Language: Английский

Synthesis of 4-Hydroxy-5-phenylaminoimidazoles through a Three-Component Reaction of Sulfur Ylides, Nitrosobenzenes, and Amidines

The Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: 89(24), P. 18227 - 18234

Published: Nov. 27, 2024

A novel annulation reaction of amidines with sulfur ylides and nitrobenzenes has been developed, affording various 4-hydroxy-5-phenylaminoimidazoles in moderate to excellent yields. The have further converted into α-ketoamide imidazol-4-imine derivatives. Moreover, a plausible mechanism for this multicomponent is proposed.

Language: Английский