Preparation of Benzo[<i>a</i>]fluorenes via Pd-Catalyzed Annulation of 5-(2-Bromophenyl)pent-3-en-1-ynes

A palladium-promoted cascade cyclization of 5-(2-bromophenyl)pent-3-en-1-ynes is developed for the synthesis of benzo[<i>a</i>]fluorene derivatives. The reaction proceeds with oxidative addition of C-Br, insertion, C-H activation, and reductive elimination in sequential steps.

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Publication Details

Journal
The Journal of Organic Chemistry
Published
2024-08-09
DOI
https://doi.org/10.1021/acs.joc.4c01286
Citations
5
Primary Topic
Catalytic Alkyne Reactions
Type
article
Field-Weighted Citation Impact
1.25

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article

Preparation of Benzo[a]fluorenes via Pd-Catalyzed Annulation of 5-(2-Bromophenyl)pent-3-en-1-ynes

Shiuh‐Tzung Liu, Yi‐Hung Liu, C.-C. Hsu
5 citations
The Journal of Organic Chemistry
Catalytic Alkyne Reactions
1.25
article

Preparation of Benzo[a]fluorenes via Pd-Catalyzed Annulation of 5-(2-Bromophenyl)pent-3-en-1-ynes

Shiuh‐Tzung Liu, Yi‐Hung Liu, C.-C. Hsu
article en
5 citations

Abstract

A palladium-promoted cascade cyclization of 5-(2-bromophenyl)pent-3-en-1-ynes is developed for the synthesis of benzo[<i>a</i>]fluorene derivatives. The reaction proceeds with oxidative addition of C-Br, insertion, C-H activation, and reductive elimination in sequential steps.

The Journal of Organic ChemistryVol. 89(17)
National Taiwan University (TW)
National Science and Technology Council
Openalex Percentile: Top 23%
Catalytic Alkyne Reactions
1.25
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