1. Streamlining the synthesis of amides using Nickel-based nanocatalysts
- Author
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Jie Gao, Rui Ma, Fairoosa Poovan, Lan Zhang, Hanan Atia, Narayana V. Kalevaru, Wenjing Sun, Sebastian Wohlrab, Denis A. Chusov, Ning Wang, Rajenahally V. Jagadeesh, and Matthias Beller
- Subjects
Science - Abstract
Abstract The synthesis of amides is a key technology for the preparation of fine and bulk chemicals in industry, as well as the manufacture of a plethora of daily life products. Furthermore, it constitutes a central bond-forming methodology for organic synthesis and provides the basis for the preparation of numerous biomolecules. Here, we present a robust methodology for amide synthesis compared to traditional amidation reactions: the reductive amidation of esters with nitro compounds under additives-free conditions. In the presence of a specific heterogeneous nickel-based catalyst a wide range of amides bearing different functional groups can be selectively prepared in a more step-economy way compared to previous syntheses. The potential value of this protocol is highlighted by the synthesis of drugs, as well as late-stage modifications of bioactive compounds. Based on control experiments, material characterizations, and DFT computations, we suggest metallic nickel and low-valent Ti-species to be crucial factors that makes this direct amide synthesis possible.
- Published
- 2023
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