Journal
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
Volume 132, Issue 13, Pages 4600-4607Publisher
AMER CHEMICAL SOC
DOI: 10.1021/ja1006614
Keywords
-
Categories
Funding
- MEC [CTQ2008-00042/BQU, CSD2006-0003]
Ask authors/readers for more resources
A novel transformation in which mono- or dialkyl-substituted furans are converted into 1,2-dihydropyridines upon reaction with PhI=NTs at room temperature is reported. The reaction is catalyzed by complexes of general formula Tp(x)M (M = Cu, Ag) and consists of a one-pot procedure with four consecutive catalytic cycles. Furan aziridination is followed by aziridine ring-opening, transimination reaction, inverse-electronic-demand aza-Diels-Alder reaction, and a final hydrogen elimination reaction. The mechanism of the overall transformation is proposed where the metal complex displays a crucial role along the reaction pathway.
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