Journal
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
Volume 132, Issue 43, Pages 15116-15119Publisher
AMER CHEMICAL SOC
DOI: 10.1021/ja105829t
Keywords
-
Categories
Funding
- NIH [R01-GM67163, F32-GM087890]
- Camille and Henry Dreyfus Postdoctoral Program in Environmental Chemistry
- NSF [CHE-0946901]
- Direct For Mathematical & Physical Scien
- Division Of Chemistry [0946901] Funding Source: National Science Foundation
Ask authors/readers for more resources
Pd-catalyzed C-H oxidation reactions often require the use of oxidants other than O-2. Here we demonstrate a ligand-based strategy to replace benzoquinone with O-2 as the stoichiometric oxidant in Pd-catalyzed allylic C-H acetoxylation. Use of 4,5-diazafluorenone (1) as an ancillary ligand for Pd(OAc)(2) enables terminal alkenes to be converted to linear allylic acetoxylation products in good yields and selectivity under 1 atm O-2. Mechanistic studies have revealed that 1 facilitates C-O reductive elimination from a pi-allyl Pd-II intermediate, thereby eliminating the requirement for benzoquinone in this key catalytic step.
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