Journal
ORGANIC LETTERS
Volume 22, Issue 11, Pages 4478-4482Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.0c01480
Keywords
-
Categories
Funding
- Ministry of Science and Technology
- Ministry of Education, Taiwan
Ask authors/readers for more resources
This work reports two distinct paths in catalytic oxidations of 1,3-diynamides with 8-methylquinoline oxide. A typical C(1) regioselectivity was observed for aryl-substituted 1,3-diyn-1-amides, whereas an unexpected C(3) regioselectivty occurred for 5-hydroxyl,3-diyn-1-amides. We focused on the C(3) oxidations of 5-hydroxyl,3-diyn-1-amides because we observed two oxidative cyclizations of the same substrates to yield 2-aminomethylenefuran-3(2H)-ones and 2-amino-4H-pyran-4-ones using AuCl3 and a cationic gold catalyst, respectively. Density functional theory calculations were performed to rationalize the C(3) regioselectivity on 5-hydroxy1,3-diyn-1-amides.
Authors
I am an author on this paper
Click your name to claim this paper and add it to your profile.
Reviews
Recommended
No Data Available