Gold‐Catalyzed Conia‐Ene Reaction of Malonate Derivatives Bearing An Alkyne Moiety by Using a Phosphine–Borane Ligand

A gold‐catalyzed Conia‐ene reaction of malonate derivatives is developed by using a phosphine–borane ligand. This catalyst system can be applicable not only for 5‐ exo‐dig ‐mode cyclization reactions but also for 5‐ endo‐dig ‐mode cyclizations. A variety of 2‐(4‐pentynyl)malonates and 2‐(3‐butynyl)malonates afford the corresponding cyclic compounds in moderate to high yields. The boryl enolate might be formed in situ and attacks intramolecularly an alkyne moiety, activated by a gold catalyst, is considered.

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Publication Details

Journal
Advanced Synthesis & Catalysis
Published
2025-09-27
DOI
https://doi.org/10.1002/adsc.70064
Citations
1
Primary Topic
Catalytic Alkyne Reactions
Type
article
Field-Weighted Citation Impact
0.94
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article

Gold‐Catalyzed Conia‐Ene Reaction of Malonate Derivatives Bearing An Alkyne Moiety by Using a Phosphine–Borane Ligand

Gen Onodera, Masanari Kimura, H. Shimizu, Rintaro Kuwahara et al.
1 citations
Advanced Synthesis & Catalysis
Catalytic Alkyne Reactions
0.94
article

Gold‐Catalyzed Conia‐Ene Reaction of Malonate Derivatives Bearing An Alkyne Moiety by Using a Phosphine–Borane Ligand

Gen Onodera, Masanari Kimura, H. Shimizu, Rintaro Kuwahara, Kaoru Kawasaki, Tsutomu Fukuda, Norbert Krause
article en
1 citations

Abstract

A gold‐catalyzed Conia‐ene reaction of malonate derivatives is developed by using a phosphine–borane ligand. This catalyst system can be applicable not only for 5‐ exo‐dig ‐mode cyclization reactions but also for 5‐ endo‐dig ‐mode cyclizations. A variety of 2‐(4‐pentynyl)malonates and 2‐(3‐butynyl)malonates afford the corresponding cyclic compounds in moderate to high yields. The boryl enolate might be formed in situ and attacks intramolecularly an alkyne moiety, activated by a gold catalyst, is considered.

Advanced Synthesis & CatalysisVol. 367(19)
University of Nagasaki (JP), TU Dortmund University (DE), Nagasaki University (JP)
Openalex Percentile: Top 21%
Catalytic Alkyne Reactions
0.94
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