Difluorocarbene-Enabled Dehydration of Primary Amides To Access Nitriles
A cost-effective and environmentally friendly method for the direct conversion of primary amides to nitriles was developed using commercially available non-toxic ethyl bromodifluoroacetate as a difluorocarbene precursor under metal-free and ligand-free conditions. The reaction features high yields and tolerates various sensitive moieties, including alkyl, alkenyl, ether, sulfone, sulfoxide, heteroaryl, chloro, bromo, iodo, hydroxyl, nitro, and cyano groups, and late-stage modification of complex molecules is also feasible. Moreover, the present method is effective on large scales, showing potential for industrial application.
Authors
- Jianke Su
- Qingqing Xuan
- Xinyuan Hu
- Qiuling Song (ORCID: https://orcid.org/0000-0002-9836-8860)
- Bofan Feng
- Xiaosha Wang
- Huosheng Guo
- Yu Guo (ORCID: https://orcid.org/0000-0003-4796-8185)
- Chengbo Li (ORCID: https://orcid.org/0000-0002-8299-4517)
Institutions
- Huaqiao University (CN)
- Material Sciences (United States) (US)
- Fuzhou University (CN)
- Nanjing University (CN)
Publication Details
- Journal
- Organic Letters
- Published
- 2025-03-17
- DOI
- https://doi.org/10.1021/acs.orglett.5c00629
- Citations
- 3
- Primary Topic
- Asymmetric Hydrogenation and Catalysis
- Type
- article
- Field-Weighted Citation Impact
- 1.61
Funders
- National Natural Science Foundation of China
- Natural Science Foundation of Fujian Province
- State Key Laboratory of Coordination Chemistry
- National Key Research and Development Program of China