Abstract
A new protocol for the controlled reduction of nitriles to aldehydes was developed using a combination of sodium hydride and zinc chloride. The iminyl zinc intermediates derived from aromatic nitriles could be further functionalized with allylmetal nucleophiles to afford homoallylamines. As the method allows the reduction of various aliphatic and aromatic nitriles with a concise procedure under milder reaction conditions and exhibits wide functional group compatibility, it is well suited for use in various opportunities in chemical synthesis.
| Original language | English |
|---|---|
| Pages (from-to) | 1369-1378 |
| Number of pages | 10 |
| Journal | Synthesis |
| Volume | 52 |
| Issue number | 9 |
| DOIs | |
| Publication status | Published - May 5 2020 |
| Externally published | Yes |
Bibliographical note
Publisher Copyright:© 2019 Institute of Electrical and Electronics Engineers Inc.. All rights reserved.
ASJC Scopus Subject Areas
- Catalysis
- Organic Chemistry
Keywords
- aldehydes
- nitriles
- reduction
- sodium hydride
- zinc chloride