La(OTf)<sub>3</sub>‑CatalyzedBenzannulationof 2‑Arylidene‑1<i>H</i>‑indene-1,3(2<i>H</i>)‑diones with Enamino Esters: Direct Access to FunctionalizedFluorenone Derivatives

An attractive method for the preparation of functional fluorenone derivatives has been developed via La(OTf)<sub>3</sub>-catalyzed benzannulation of 2-arylidene-1<i>H</i>-indene-1,3(2<i>H</i>)-diones with enamino esters. The reaction involves Michael addition, intramolecular cyclization, dehydration, and aromatization in a one-step process and affords a wide range of functional fluorenone derivatives in moderate to good yields. Moreover, this protocol provides several advantages, including broad substrate scope, readily available materials, high atom economy, and applicability for large-scale synthesis.

Publication Details

Journal
Figshare
Published
2025-03-07
DOI
https://doi.org/10.1021/acs.joc.4c02369.s001
Primary Topic
Synthesis and Characterization of Pyrroles
Type
article
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article

La(OTf)3‑CatalyzedBenzannulationof 2‑Arylidene‑1H‑indene-1,3(2H)‑diones with Enamino Esters: Direct Access to FunctionalizedFluorenone Derivatives

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Synthesis and Characterization of Pyrroles
article

La(OTf)3‑CatalyzedBenzannulationof 2‑Arylidene‑1H‑indene-1,3(2H)‑diones with Enamino Esters: Direct Access to FunctionalizedFluorenone Derivatives

article en

Abstract

An attractive method for the preparation of functional fluorenone derivatives has been developed via La(OTf)<sub>3</sub>-catalyzed benzannulation of 2-arylidene-1<i>H</i>-indene-1,3(2<i>H</i>)-diones with enamino esters. The reaction involves Michael addition, intramolecular cyclization, dehydration, and aromatization in a one-step process and affords a wide range of functional fluorenone derivatives in moderate to good yields. Moreover, this protocol provides several advantages, including broad substrate scope, readily available materials, high atom economy, and applicability for large-scale synthesis.

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Synthesis and Characterization of Pyrroles
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La(OTf)<sub>3</sub>‑CatalyzedBenzannulationof 2‑Arylidene‑1<i>H</i>‑indene-1,3(2<i>H</i>)‑diones with Enamino Esters: Direct Access to FunctionalizedFluorenone Derivatives · Figshare (2025) | TGRS Research Map | TGRS