Synthesis of Spiro3,3′-Cyclopropyl Oxindolesvia Cyclopropanation of 3‑Alkenyl-oxindoles with CF<sub>3</sub>‑Imidoyl Sulfoxonium Ylides

A catalyst and additive-free [2+1] annulation of 3-alkenyl-oxindoles with CF<sub>3</sub>-imidoyl sulfoxonium ylides (TFISYs) for the construction of spiro 3,3′-cyclopropyl oxindoles has been achieved. A cascade intermolecular Micheal-addition reaction and intramolecular nucleophilic substitution sequence might be involved in the transformation, which afforded a wide range of multisubstituted spiro 3,3′-cyclopropyl oxindole products with high efficiency and diastereoselectivity.

Publication Details

Journal
Figshare
Published
2025-03-04
DOI
https://doi.org/10.1021/acs.joc.4c02961.s001
Primary Topic
Communism, Protests, Social Movements
Type
article
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article

Synthesis of Spiro3,3′-Cyclopropyl Oxindolesvia Cyclopropanation of 3‑Alkenyl-oxindoles with CF3‑Imidoyl Sulfoxonium Ylides

Figshare
Communism, Protests, Social Movements
article

Synthesis of Spiro3,3′-Cyclopropyl Oxindolesvia Cyclopropanation of 3‑Alkenyl-oxindoles with CF3‑Imidoyl Sulfoxonium Ylides

article en

Abstract

A catalyst and additive-free [2+1] annulation of 3-alkenyl-oxindoles with CF<sub>3</sub>-imidoyl sulfoxonium ylides (TFISYs) for the construction of spiro 3,3′-cyclopropyl oxindoles has been achieved. A cascade intermolecular Micheal-addition reaction and intramolecular nucleophilic substitution sequence might be involved in the transformation, which afforded a wide range of multisubstituted spiro 3,3′-cyclopropyl oxindole products with high efficiency and diastereoselectivity.

Figshare
Openalex Percentile: Top 45%
Communism, Protests, Social Movements
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Synthesis of Spiro3,3′-Cyclopropyl Oxindolesvia Cyclopropanation of 3‑Alkenyl-oxindoles with CF<sub>3</sub>‑Imidoyl Sulfoxonium Ylides · Figshare (2025) | TGRS Research Map | TGRS