B(C<sub>6</sub>F<sub>5</sub>)<sub>3</sub>-Catalyzed Multicomponent Reactions of 2,3-Diketoesters, Amines, Allenes, and Nucleophiles: Synthesis of 2α-Functionalized Pyrroles

An efficient B(C<sub>6</sub>F<sub>5</sub>)<sub>3</sub>-catalyzed multicomponent reaction of 2,3-diketoesters, amines, allenes, and nucleophiles was reported, which afforded 2α-functionalized pyrroles in moderate to good yields. The reaction features low catalyst loading, usage of a small amount of solvent, high atom economy, tunable installation of diverse functional groups at 2α-position, and water being formed as the byproduct. This is the first multicomponent reaction that combines vicinal tricarbonyl compounds with allenes.

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Publication Details

Journal
The Journal of Organic Chemistry
Published
2024-08-15
DOI
https://doi.org/10.1021/acs.joc.4c01221
Citations
3
Primary Topic
Synthesis and Characterization of Pyrroles
Type
article
Field-Weighted Citation Impact
0.75

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article

B(C6F5)3-Catalyzed Multicomponent Reactions of 2,3-Diketoesters, Amines, Allenes, and Nucleophiles: Synthesis of 2α-Functionalized Pyrroles

Qiang Sha, Weiwei Zhang
3 citations
The Journal of Organic Chemistry
Synthesis and Characterization of Pyrroles
0.75
article

B(C6F5)3-Catalyzed Multicomponent Reactions of 2,3-Diketoesters, Amines, Allenes, and Nucleophiles: Synthesis of 2α-Functionalized Pyrroles

Qiang Sha, Weiwei Zhang
article en
3 citations

Abstract

An efficient B(C<sub>6</sub>F<sub>5</sub>)<sub>3</sub>-catalyzed multicomponent reaction of 2,3-diketoesters, amines, allenes, and nucleophiles was reported, which afforded 2α-functionalized pyrroles in moderate to good yields. The reaction features low catalyst loading, usage of a small amount of solvent, high atom economy, tunable installation of diverse functional groups at 2α-position, and water being formed as the byproduct. This is the first multicomponent reaction that combines vicinal tricarbonyl compounds with allenes.

The Journal of Organic ChemistryVol. 89(17)
Nanjing Agricultural University (CN)
Foundation Research Project of Jiangsu Province
Openalex Percentile: Top 33%
Synthesis and Characterization of Pyrroles
0.75
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B(C<sub>6</sub>F<sub>5</sub>)<sub>3</sub>-Catalyzed Multicomponent Reactions of 2,3-Diketoesters, Amines, Allenes, and Nucleophiles: Synthesis of 2α-Functionalized Pyrroles — Qiang Sha, Weiwei Zhang · The Journal of Organic Chemistry (2024) | TGRS Research Map | TGRS