Gold-Catalyzed Alkyne Oxidative Cyclization/Mannich-Type Addition Cascade Reaction of Ynamides with 1,3,5-Triazinanes

Herein, a gold-catalyzed alkyne oxidative cyclization/Mannich-type addition cascade reaction of ynamides with 1,3,5-triazinanes in the presence of a Brønsted acid has been presented. A class of functionalized fluorenes bearing a quaternary carbon center was synthesized directly with moderate to excellent yields via in situ formed α-oxo carbenes using quinoline <i>N</i>-oxide as the oxidant under mild reaction conditions.

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Publication Details

Journal
The Journal of Organic Chemistry
Published
2024-09-06
DOI
https://doi.org/10.1021/acs.joc.4c01784
Citations
1
Primary Topic
Catalytic Alkyne Reactions
Type
article
Field-Weighted Citation Impact
0.25

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article

Gold-Catalyzed Alkyne Oxidative Cyclization/Mannich-Type Addition Cascade Reaction of Ynamides with 1,3,5-Triazinanes

Xinfang Xu, Kemiao Hong, Chao Li, Jingjing Huang et al.
1 citations
The Journal of Organic Chemistry
Catalytic Alkyne Reactions
0.25
article

Gold-Catalyzed Alkyne Oxidative Cyclization/Mannich-Type Addition Cascade Reaction of Ynamides with 1,3,5-Triazinanes

Xinfang Xu, Kemiao Hong, Chao Li, Jingjing Huang, Ke-Wei Chen, Shanliang Dong
article en
1 citations

Abstract

Herein, a gold-catalyzed alkyne oxidative cyclization/Mannich-type addition cascade reaction of ynamides with 1,3,5-triazinanes in the presence of a Brønsted acid has been presented. A class of functionalized fluorenes bearing a quaternary carbon center was synthesized directly with moderate to excellent yields via in situ formed α-oxo carbenes using quinoline <i>N</i>-oxide as the oxidant under mild reaction conditions.

The Journal of Organic ChemistryVol. 89(18)
Zhejiang Sci-Tech University (CN), Sun Yat-sen University (CN), Henan Normal University (CN)
National Natural Science Foundation of China, Basic and Applied Basic Research Foundation of Guangdong Province
Openalex Percentile: Top 49%
Catalytic Alkyne Reactions
0.25
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