Divergent Synthesis of Enynals and Dihydrobenzo[<i>f</i>]isoquinolines via Deoxyalkynylation of Enaminones Enabled by the Cooperative Action of Tf<sub>2</sub>O/Pd/Cu

A variety of enynals and dihydrobenzo[<i>f</i>]<i>iso</i>quinolines were effectively synthesized with favorable functional group compatibility via deoxyalkynylation of enaminones enabled by the cooperative action of Tf<sub>2</sub>O/Pd/Cu. The reaction system demonstrated the ability to be expanded to the deoxyarylation/deoxyaryloxylation of enaminones with arylboronic acids or phenols, facilitating the efficient formation of C-C/C-O bonds and showcasing the practicality and versatility of the methodology.

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Publication Details

Journal
The Journal of Organic Chemistry
Published
2024-10-28
DOI
https://doi.org/10.1021/acs.joc.4c01603
Citations
4
Primary Topic
Advanced Synthetic Organic Chemistry
Type
article
Field-Weighted Citation Impact
1.00

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article

Divergent Synthesis of Enynals and Dihydrobenzo[f]isoquinolines via Deoxyalkynylation of Enaminones Enabled by the Cooperative Action of Tf2O/Pd/Cu

Xiaohan Zhang, Mengping Guo, Yucai Jiang, Changyuan Zhang et al.
4 citations
The Journal of Organic Chemistry
Advanced Synthetic Organic Chemistry
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article

Divergent Synthesis of Enynals and Dihydrobenzo[f]isoquinolines via Deoxyalkynylation of Enaminones Enabled by the Cooperative Action of Tf2O/Pd/Cu

Xiaohan Zhang, Mengping Guo, Yucai Jiang, Changyuan Zhang, Lulu Chen, Jianping Lin, Yiming Xu, Jiakai Tian, Lu Yu
article en
4 citations

Abstract

A variety of enynals and dihydrobenzo[<i>f</i>]<i>iso</i>quinolines were effectively synthesized with favorable functional group compatibility via deoxyalkynylation of enaminones enabled by the cooperative action of Tf<sub>2</sub>O/Pd/Cu. The reaction system demonstrated the ability to be expanded to the deoxyarylation/deoxyaryloxylation of enaminones with arylboronic acids or phenols, facilitating the efficient formation of C-C/C-O bonds and showcasing the practicality and versatility of the methodology.

The Journal of Organic ChemistryVol. 89(22)
Yichun University (CN), Putian University (CN)
National Natural Science Foundation of China, Natural Science Foundation of Fujian Province
Openalex Percentile: Top 26%
Advanced Synthetic Organic Chemistry
1.00
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