التفاصيل البيبلوغرافية
| العنوان: |
Metal-free cascade reactions for one-pot tetrahydroquinoxaline construction through nitroarene reduction and imine hydrogenation with water. |
| المؤلفون: |
Yanqi Chen, Subin Hao, Lingfeng Yin, Xinluo Song, Zhiyao Liu, Mingde Li, Li Dang |
| المصدر: |
New Journal of Chemistry; 4/14/2024, Vol. 48 Issue 14, p6103-6108, 6p |
| مصطلحات موضوعية: |
HYDROGENATION, MAILLARD reaction, DENSITY functional theory, NITROAROMATIC compounds, FUNCTIONAL groups |
| مستخلص: |
A metal-free one-pot cascade process involving reduction of nitroarenes, cyclization, and sequential hydrogenation of imines with B2cat2 and water was developed to construct dihydroquinoxalinones and tetrahydroquinoxalines directly from readily available 2-nitroanilines or o-dinitrobenzenes with α-ketoesters and a-diketones. This strategy provides various dihydroquinoxalinones and tetrahydroquinoxalines in good to excellent yields and tolerance to many functional groups. Mechanism studies by control experiments and density functional theory (DFT) calculations show that this cascade procedure involves the deoxygenative reduction of nitroarenes, the Maillard reaction, and hydrogenation to produce dihydroquinoxalinones and tetrahydroquinoxalines. This method aims to reduce the environmental impact while maintaining high yields and selectivity for both nitroarene reduction and the synthesis of dihydroquinoxalinones and tetrahydroquinoxalines. [ABSTRACT FROM AUTHOR] |
|
Copyright of New Journal of Chemistry is the property of Royal Society of Chemistry and its content may not be copied or emailed to multiple sites or posted to a listserv without the copyright holder's express written permission. However, users may print, download, or email articles for individual use. This abstract may be abridged. No warranty is given about the accuracy of the copy. Users should refer to the original published version of the material for the full abstract. (Copyright applies to all Abstracts.) |
| قاعدة البيانات: |
Complementary Index |
