A substrate-induced dual utilization cascade reaction of <i>N</i>-alkyl anilines: highly site-selective sustainable synthesis of chromeno[4,3-<i>b</i>]quinolin-6-ones
We describe a novel substrate-induced cascade reaction of <i>N</i>-alkyl anilines <i>via</i> C(sp<sup>3</sup>)-N bond cleavage and reorganization into chromeno[4,3-<i>b</i>]quinolin-6-ones. <i>N</i>-alkyl anilines are not only used as a carbon source, but also the waste group was trapped by 4-hydroxy coumarin. The calculation of green metrics shows that our protocol is more efficient and green with lower emission than before. Additionally, a gram-scale reaction and one-pot synthesis of bioactive molecules further demonstrate the potential application of our protocol in the pharmaceutical industry.
Authors
- Guiyun Zeng
- Chao Huang
- Minglong Yuan (ORCID: https://orcid.org/0000-0003-2899-9584)
- Zhou Zhang (ORCID: https://orcid.org/0000-0003-1336-0657)
- Yuanmin Wen
- Sihan Zhao
Institutions
- Minzu University of China (CN)
Publication Details
- Journal
- Organic & Biomolecular Chemistry
- Published
- 2024-11-29
- DOI
- https://doi.org/10.1039/d4ob01764a
- Citations
- 1
- Primary Topic
- Multicomponent Synthesis of Heterocycles
- Type
- article
- Field-Weighted Citation Impact
- 0.25
Funders
- National Natural Science Foundation of China
- Yunnan Provincial Department of Education