Mechanistic Insights into Electrooxidative Allylation of a Carbamate in the Presence of Solid-Supported Acids
The electrooxidative allylation of a carbamate was successfully demonstrated using 3-propylsulfonic acid-functionalized silica gel (Si-SCX-2). It was shown that the electrochemical oxidation of the carbamate as a first step yields the corresponding N-acyliminium ion equivalent at room temperature, a...
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| Main Authors: | , , , |
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| Format: | Article |
| Language: | English |
| Published: |
The Electrochemical Society of Japan
2025-06-01
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| Series: | Electrochemistry |
| Subjects: | |
| Online Access: | https://www.jstage.jst.go.jp/article/electrochemistry/93/6/93_25-00070/_html/-char/en |
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| Summary: | The electrooxidative allylation of a carbamate was successfully demonstrated using 3-propylsulfonic acid-functionalized silica gel (Si-SCX-2). It was shown that the electrochemical oxidation of the carbamate as a first step yields the corresponding N-acyliminium ion equivalent at room temperature, and the reaction of the N-acyliminium ion equivalent with allyltrimethylsilane as a next step leads to allylation without the use of Lewis acids. It was also found that the HBF4 generated by the cation exchange reaction between the Si-SCX-2 and the supporting electrolyte plays an important role in this reaction system. |
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| ISSN: | 2186-2451 |