Synthesis of Spirocyclic Phthalans via Ru-Catalyzed [2 + 2 + 2] Cycloaddition of 1,6-Diynes with Ex-Situ Generated Acetylene

Spirocyclic motifs are attracting increasing attention owing to their three-dimensional geometries that endow bioactive molecules with superior physical and biological properties. We developed an efficient method for constructing spirocyclic phthalans via the Ru-catalyzed [2 + 2 + 2] cycloaddition of cycloalkanone-derived 1,6-diynes with acetylene gas ex-situ<i>-</i>generated from calcium carbide and H<sub>2</sub>O.

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Publication Details

Journal
The Journal of Organic Chemistry
Published
2025-04-15
DOI
https://doi.org/10.1021/acs.joc.5c00486
Citations
3
Primary Topic
Catalytic Alkyne Reactions
Type
article
Field-Weighted Citation Impact
2.81
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article

Synthesis of Spirocyclic Phthalans via Ru-Catalyzed [2 + 2 + 2] Cycloaddition of 1,6-Diynes with Ex-Situ Generated Acetylene

Kenichi Yoshimura, Yoshihiko Yamamoto, Takeshi Yasui
3 citations
The Journal of Organic Chemistry
Catalytic Alkyne Reactions
2.81
article

Synthesis of Spirocyclic Phthalans via Ru-Catalyzed [2 + 2 + 2] Cycloaddition of 1,6-Diynes with Ex-Situ Generated Acetylene

Kenichi Yoshimura, Yoshihiko Yamamoto, Takeshi Yasui
article en
3 citations

Abstract

Spirocyclic motifs are attracting increasing attention owing to their three-dimensional geometries that endow bioactive molecules with superior physical and biological properties. We developed an efficient method for constructing spirocyclic phthalans via the Ru-catalyzed [2 + 2 + 2] cycloaddition of cycloalkanone-derived 1,6-diynes with acetylene gas ex-situ<i>-</i>generated from calcium carbide and H<sub>2</sub>O.

The Journal of Organic ChemistryVol. 90(16)
Nagoya University (JP)
Openalex Percentile: Top 11%
Catalytic Alkyne Reactions
2.81
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