Back to Search Start Over

Successive Promotion of Formal [3+2] Cycloaddition of Aryl Methyl Ketones by I2and Zn: Access to 2-Hydroxy-4-morpholin-2,5-diarylfuran-3(2H)-ones with a Quaternary Carbon Center

Authors :
Yu, Zhi-Cheng
Shen, Xi
Zhou, You
Ma, Jin-Tian
Chen, Xiang-Long
Wang, Li-Sheng
Wu, Yan-Dong
Wu, An-Xin
Source :
The Journal of Organic Chemistry; July 2023, Vol. 88 Issue: 13 p9321-9331, 11p
Publication Year :
2023

Abstract

2-Hydroxy-4-morpholin-2,5-diarylfuran-3(2H)-one derivatives were constructed sequentially using iodine and zinc dust from simple and readily available methyl ketone and morpholine as the starting materials. Under mild conditions, C–C, C–N, and C–O bonds formed in a one-pot synthesis. A quaternary carbon center was successfully constructed, and the active drug fragment morpholine was introduced into the molecule.

Details

Language :
English
ISSN :
00223263
Volume :
88
Issue :
13
Database :
Supplemental Index
Journal :
The Journal of Organic Chemistry
Publication Type :
Periodical
Accession number :
ejs63301557
Full Text :
https://doi.org/10.1021/acs.joc.3c00885