Selenium-Catalyzed Oxidative
C–H Amination
of (E)‑3-(Arylamino)-2-styrylquinazolin-4(3H)‑ones: A Metal-Free Synthesis of 1,2-Diarylpyrazolo[5,1‑b]quinazolin-9(1H)‑ones
Posted on 2019-02-11 - 00:00
A novel
metal-free catalysis protocol for the synthesis of 1,2-diarylpyrazolo[5,1-b]quinazolin-9(1H)-ones via intramolecular
oxidative C–H amination of (E)-3-(arylamino)-2-styrylquinazolin-4(3H)-ones has been developed in moderate to good yield. The
method shows good functional group tolerance. The presented approach
offers a new synthetic pathway toward the core structures of 2,3-fused
quinazolinones. Moreover, the present synthetic route can be readily
scaled up to gram quantity without difficulty. A possible mechanism
involves a seleniranium ion followed by three-membered ring opening
to form the C–N bond.
CITE THIS COLLECTION
DataCiteDataCite
No result found
Zhang, Yetong; Shao, Yinlin; Gong, Julin; Zhu, Jianghe; Cheng, Tianxing; Chen, Jiuxi (2019). Selenium-Catalyzed Oxidative
C–H Amination
of (E)‑3-(Arylamino)-2-styrylquinazolin-4(3H)‑ones: A Metal-Free Synthesis of 1,2-Diarylpyrazolo[5,1‑b]quinazolin-9(1H)‑ones. ACS Publications. Collection. https://doi.org/10.1021/acs.joc.8b03179