Synthesis of 5-oxo-5H-chromeno[3,4-c]pyridine-1-carbonitriles and features of their NMR spectra
Author | Shkoor, Mohanad |
Author | Su, Haw‐Lih |
Author | Ahmed, Suzan |
Author | Hegazy, Sarah |
Available date | 2019-12-23T07:11:30Z |
Publication Date | 2019-01-01 |
Publication Name | Journal of Heterocyclic Chemistry |
Identifier | http://dx.doi.org/10.1002/jhet.3826 |
Citation | Shkoor, M., Su, H.-L., Ahmed, S., Hegazy, S. Synthesis of 5-oxo-5H-chromeno[3,4-c]pyridine-1-carbonitriles and features of their NMR spectra (2019) Journal of Heterocyclic Chemistry, . |
ISSN | 0022-152X |
Abstract | Two different methods leading to 5-oxo-5H-chromeno[3,4-c]pyridine-1-carbonitriles were investigated. Reactions of 3-aminocrotonirile with substituted salicylaldehydes provided 5-oxo-5H-chromeno[3,4-c]pyridine-1-carbonitriles with the same substituent on positions 2 and 4 of the system. The reaction of 3-aminocrotonirile with variety of substituted 3-acetylcoumarins lead to 5-oxo-5H-chromeno[3,4-c]pyridine-1-carbonitriles with different substituents on positions 2 and 4. The structures of the products were confirmed by spectroscopic methods. The presence of nitrile moiety in the structures with fixed geometry caused the highly downfield shift of the aromatic proton at position 10 in 1H NMR spectrum. The electronic factor of the substituents caused variation of this downfield shift. |
Sponsor | This work was supported by Qatar University Grant (QUST‐1‐CAS‐2018‐31). The findings achieved herein are solely the responsibility of the authors. We thank Central Laboratories Unit, Qatar University for their support in compounds analysis. |
Language | en |
Publisher | Wiley |
Subject | 5‐oxo‐5H‐chromeno[3,4‐c]pyridine‐1‐carbonitriles NMR spectra |
Type | Article |
Pagination | 517-929 |
Issue Number | 2 |
Volume Number | 57 |
ESSN | 1943-5193 |
Files in this item
This item appears in the following Collection(s)
-
Central Laboratories Unit Research [101 items ]
-
Chemistry & Earth Sciences [582 items ]