Journal
SYNTHESIS-STUTTGART
Volume 50, Issue 8, Pages 1629-1639Publisher
GEORG THIEME VERLAG KG
DOI: 10.1055/s-0036-1591761
Keywords
iron catalysis; aerobic oxidation; benzylic alcohols; carboxylic acids; electronic effects; steric effects
Categories
Funding
- National Basic Research Program of China [2015CB856600]
Ask authors/readers for more resources
A comprehensive study on aerobic oxidation of benzylic alcohols to carboxylic acids with a catalytic amount each of Fe(NO3) (3)9H(2) O, TEMPO, and KCl is conducted. Various synthetically useful functional groups are well tolerated in the reaction. Distinct electronic and steric effects are observed in the reaction: electron-withdrawing groups accelerate the reaction while electron-donating groups make the reaction slower, and ortho -substituted substrates react slower than meta -substituted substrates. Several large-scale reactions (100 mmol) are conducted using a slow air flow of 30 mL/min to demonstrate the practicality of this method in an academic laboratory.
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