A mild synthesis of substituted 1,8-naphthyridines

Anderson, Edward C.; Sneddon, Helen F.; Hayes, Christopher J.

Abstract

A greener method for the synthesis of substituted 1,8-naphthyridines has been developed, which is supported by reaction metric analysis. Using 2-aminonicotinaldehyde as a starting material with a variety of carbonyl reaction partners, the Friedländer reaction can be performed with high yield using water as the reaction solvent. Divergent reactivity was seen when using acrolein, and an alternative method was developed to give access to 2-vinyl-1,8-naphthyridine in high yield, and an assessment of addition reactions to 2-vinyl-1,8-naphthyridine was performed.

Citation

Anderson, E. C., Sneddon, H. F., & Hayes, C. J. (2019). A mild synthesis of substituted 1,8-naphthyridines. Green Chemistry, 21(11), 3050-3058. https://doi.org/10.1039/c9gc00408d

• Journal Article Type: Article
• Acceptance Date: Apr 29, 2019
• Online Publication Date: May 1, 2019
• Publication Date: Jun 7, 2019
• Deposit Date: Aug 4, 2021
• Publicly Available Date: Aug 4, 2021
• Journal: Green Chemistry
• Print ISSN: 1463-9262
• Electronic ISSN: 1463-9270
• Publisher: Royal Society of Chemistry
• Peer Reviewed: Peer Reviewed
• Volume: 21
• Issue: 11
• Pages: 3050-3058
• DOI: https://doi.org/10.1039/c9gc00408d
• Keywords: Pollution; Environmental Chemistry
• Public URL: https://nottingham-repository.worktribe.com/output/2470439
• Publisher URL: https://pubs.rsc.org/en/content/articlelanding/2019/GC/C9GC00408D