Journal
ORGANIC LETTERS
Volume 16, Issue 21, Pages 5694-5697Publisher
AMER CHEMICAL SOC
DOI: 10.1021/ol502775w
Keywords
-
Categories
Funding
- EPSRC
- Leverhulme Trust
- EPSRC [EP/I004017/1, EP/H008691/1] Funding Source: UKRI
- Engineering and Physical Sciences Research Council [EP/H008691/1, EP/I004017/1] Funding Source: researchfish
Ask authors/readers for more resources
A chemoselective switch between reaction pathways by an alcohol cosolvent effect in a general SmI2-mediated synthesis of uracil derivatives is described. The method relies on the use of coordinating solvents to increase the redox potential of Sm(II) and results in a chemoselective 1,2-reduction (SmI2H2O) or 1,2-migration via in situ generated N-acyliminium ions (SmI(2)ethylene glycol, EG). This work exploits the mild conditions of the SmI2-mediated monoreduction of barbituric acids and offers an attractive protocol for the synthesis of uracil derivatives with biological activity from readily accessible building blocks.
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