Nickel-Catalyzed Reductive Amidation of Aryl Fluorosulfates with Isocyanates: Synthesis of Amides via C–O Bond Cleavage
With the assistance of nickel as catalyst, 2,2'-bipyridine (bpy) as ligand, and manganese as reducing metal, the reductive amidation of isocyanates with readily accessible aryl fluorosulfates could be successfully accomplished. The reactions proceeded effectively via C-O bond activation in DMF at room temperature, enabling the facile synthesis of a range of structurally diverse amides in moderate to high yields with broad functionality compatibility. In addition, the synthetic usefulness of the method was further demonstrated by applying the reaction in scale-up synthesis and the late-stage functionalization of complex molecules with biological activities.
Authors
- Li-Xin Zhai
- Weidong Rao (ORCID: https://orcid.org/0000-0002-6088-7278)
- Xue‐Qiang Chu (ORCID: https://orcid.org/0000-0002-9173-1508)
- Zhi‐Liang Shen (ORCID: https://orcid.org/0000-0002-3365-9288)
- Chengping Miao
- Gan‐Qi Qin
- Xu-Rong Cao
- Xiaocong Zhou
- Jiao Wang (ORCID: https://orcid.org/0009-0009-3754-2616)
Institutions
- Nanjing Tech University (CN)
- Nanjing Forestry University (CN)
- Jiaxing University (CN)
Publication Details
- Journal
- The Journal of Organic Chemistry
- Published
- 2024-08-30
- DOI
- https://doi.org/10.1021/acs.joc.4c01399
- Citations
- 16
- Primary Topic
- Chemical Synthesis and Analysis
- Type
- article
- Field-Weighted Citation Impact
- 3.74
Funders
- Nanjing Tech University