[3+2] cycloaddition synthesis of new (nicotinonitrile‐chromene)‐based bis(pyrazole) hybrids as potential acetylcholinesterase inhibitors
A [3+2] cycloaddition protocol was used to prepare two series of (nicotinonitrile‐chromene)‐based bis(pyrazoles) in 82%–91% yields. The protocol involved the reaction of nitrilimines, which were generated in situ by the action of triethylamine on hydrazonoyl chlorides, with the respective (nicotinon...
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| Published in | Journal of heterocyclic chemistry Vol. 60; no. 1; pp. 156 - 160 |
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| Main Authors | , |
| Format | Journal Article |
| Language | English |
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Chichester, UK
John Wiley & Sons, Inc
01.01.2023
Wiley Wiley Subscription Services, Inc |
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| Abstract | A [3+2] cycloaddition protocol was used to prepare two series of (nicotinonitrile‐chromene)‐based bis(pyrazoles) in 82%–91% yields. The protocol involved the reaction of nitrilimines, which were generated in situ by the action of triethylamine on hydrazonoyl chlorides, with the respective (nicotinonitrile‐chromene)‐based bis(enaminone). At the concentrations tested, bis(pyrazole) linked to 1‐(4‐methoxyphenyl) and 3‐acetyl units had the best acetylcholinesterase and DPPH‐free radical inhibitory activity.
We reported herein the [3+2] cycloaddition synthesis of two series of (nicotinonitrile‐chromene)‐based bis(pyrazoles) as potential acetylcholinesterase and DPPH‐free radical inhibitors. |
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| AbstractList | Abstract
A [3+2] cycloaddition protocol was used to prepare two series of (nicotinonitrile‐chromene)‐based bis(pyrazoles) in 82%–91% yields. The protocol involved the reaction of nitrilimines, which were generated in situ by the action of triethylamine on hydrazonoyl chlorides, with the respective (nicotinonitrile‐chromene)‐based bis(enaminone). At the concentrations tested, bis(pyrazole) linked to 1‐(4‐methoxyphenyl) and 3‐acetyl units had the best acetylcholinesterase and DPPH‐free radical inhibitory activity. A [3+2] cycloaddition protocol was used to prepare two series of (nicotinonitrile‐chromene)‐based bis(pyrazoles) in 82%–91% yields. The protocol involved the reaction of nitrilimines, which were generated in situ by the action of triethylamine on hydrazonoyl chlorides, with the respective (nicotinonitrile‐chromene)‐based bis(enaminone). At the concentrations tested, bis(pyrazole) linked to 1‐(4‐methoxyphenyl) and 3‐acetyl units had the best acetylcholinesterase and DPPH‐free radical inhibitory activity. We reported herein the [3+2] cycloaddition synthesis of two series of (nicotinonitrile‐chromene)‐based bis(pyrazoles) as potential acetylcholinesterase and DPPH‐free radical inhibitors. A [3+2] cycloaddition protocol was used to prepare two series of (nicotinonitrile‐chromene)‐based bis(pyrazoles) in 82%–91% yields. The protocol involved the reaction of nitrilimines, which were generated in situ by the action of triethylamine on hydrazonoyl chlorides, with the respective (nicotinonitrile‐chromene)‐based bis(enaminone). At the concentrations tested, bis(pyrazole) linked to 1‐(4‐methoxyphenyl) and 3‐acetyl units had the best acetylcholinesterase and DPPH‐free radical inhibitory activity. |
| Author | Mekky, Ahmed E. M. Sanad, Sherif M. H. |
| Author_xml | – sequence: 1 givenname: Ahmed E. M. orcidid: 0000-0002-8226-010X surname: Mekky fullname: Mekky, Ahmed E. M. email: taher2211@cu.edu.eg organization: Cairo University – sequence: 2 givenname: Sherif M. H. orcidid: 0000-0002-0186-6418 surname: Sanad fullname: Sanad, Sherif M. H. organization: Cairo University |
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| Snippet | A [3+2] cycloaddition protocol was used to prepare two series of (nicotinonitrile‐chromene)‐based bis(pyrazoles) in 82%–91% yields. The protocol involved the... A [3+2] cycloaddition protocol was used to prepare two series of (nicotinonitrile-chromene)-based bis(pyrazoles) in 82%-91% yields. The protocol involved the... Abstract A [3+2] cycloaddition protocol was used to prepare two series of (nicotinonitrile‐chromene)‐based bis(pyrazoles) in 82%–91% yields. The protocol... |
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| SubjectTerms | Chemistry Chemistry, Organic Cycloaddition Free radicals Physical Sciences Pyrazole Science & Technology Triethylamine |
| Title | [3+2] cycloaddition synthesis of new (nicotinonitrile‐chromene)‐based bis(pyrazole) hybrids as potential acetylcholinesterase inhibitors |
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