Deoxygenative Reduction of 1°, 2° and 3° Amides via <i>In Situ</i> Generated Tungsten Cluster Acting as H-Bonding Donor
A protocol of amide-to-amine transformation that is convenient, mild, and easy to perform is a long-sought goal from the viewpoint of catalysis. Herein, we have utilized easily accessible W(CO)<sub>4</sub>(NCMe)<sub>2</sub> as a precatalyst for the deoxygenative reduction of 1°, 2° and 3° amides under mild conditions. Mechanism studies unraveled that the <i>in situ</i> generated <b>W</b><sub><b>4</b></sub><b>-cluster</b> is potentially a vital species in activating C═O of amides by providing the H-bonding network during the catalytic cycle. Significantly, this tactic offers a complementary pattern to conventional metal-catalyzed amide deoxygenative reactions with activation of the C═O bond via direct coordination with amide.
Authors
- Fu Yang (ORCID: https://orcid.org/0000-0002-9399-6315)
- Xiaofang Zhai (ORCID: https://orcid.org/0000-0002-9094-0332)
- Heng Song (ORCID: https://orcid.org/0000-0002-2340-1208)
- Xingwei Cai
- Chen Xu (ORCID: https://orcid.org/0000-0003-1589-736X)
- Liqing Yang
- Yuzan Liu
Institutions
- Jiangsu University of Science and Technology (CN)
- Second Hospital of Shandong University (CN)
Publication Details
- Journal
- Organic Letters
- Published
- 2024-12-11
- DOI
- https://doi.org/10.1021/acs.orglett.4c04263
- Citations
- 5
- Primary Topic
- Chemical Synthesis and Analysis
- Type
- article
- Field-Weighted Citation Impact
- 1.17
Funders
- National Natural Science Foundation of China
- Natural Science Foundation of Jiangsu Province
- Graduate Research and Innovation Projects of Jiangsu Province