TMSN<sub>3</sub> Initiated Electrochemical Mono-Dealkylation of Tertiary Amides
<i>N</i>-Dealkylation of amides is a general process in living organisms and organic synthetic chemistry, but an efficient chemical approach for this transformation has not been explored. Herein, we report an electrochemical method for the monodealkylation of a wide range of tertiary amides, including benzamides, alkyl amides, lactams, and sulfonamides. The reaction proceeds smoothly under mild conditions using TMSN<sub>3</sub> as the initiator and is not limited to deethylation or demethylation. This protocol enables the large synthesis, providing a valuable tool for synthetic organic chemistry.
Authors
- Anjun Ding
- Junpeng Yang (ORCID: https://orcid.org/0000-0003-0902-1716)
- Shengmei Guo
- Zhengjiang Fu (ORCID: https://orcid.org/0000-0003-0908-2666)
- Yunxiang Jiang
- Hu Cai (ORCID: https://orcid.org/0000-0003-2372-3319)
- Wenzhao Liu (ORCID: https://orcid.org/0000-0001-7506-0663)
- Xiaoyong Liu (ORCID: https://orcid.org/0000-0002-8808-010X)
- Meixia Liu (ORCID: https://orcid.org/0000-0002-2580-3841)
Institutions
- Nanchang University (CN)
Publication Details
- Journal
- The Journal of Organic Chemistry
- Published
- 2024-12-13
- DOI
- https://doi.org/10.1021/acs.joc.4c01813
- Primary Topic
- Advanced Synthetic Organic Chemistry
- Type
- article
- Field-Weighted Citation Impact
- 0.00
Funders
- National Natural Science Foundation of China
- Natural Science Foundation of Jiangxi Province