Journal
JOURNAL OF FLUORINE CHEMISTRY
Volume 132, Issue 11, Pages 982-986Publisher
ELSEVIER SCIENCE SA
DOI: 10.1016/j.jfluchem.2011.06.029
Keywords
Aryl nonaflates; Heck reaction; Phosphonates; Iodide additive
Categories
Funding
- National Natural Science Foundation of China [20602043]
- Fundamental Research Funds for the Central Universities
Ask authors/readers for more resources
Iodide salt, such as NaI, KI or n-Bu(4)NI (TBAI), rather than bromide or chloride salt, was found to play a key role in the Pd(0)-catalyzed Heck reaction of aryl nonaflates and terminal alkenes. In the presence of PdCl(2)(PPh(3))(2), NaI or TBAI in DMF, a class of 2-(1-alkenyl)phenylphosphonates was first synthesized via the reaction of o-phosphonylphenyl nonaflates with alkenes, the yields, regioselectivities and stereoselectivities were much dependent on the nature of the substituents. In case of the aryl nonaflates without bearing the sterically hindered phosphonyl group with the alkenes, the reactions proceeded more smoothly under the same conditions, leading to the linear products regioselectively in good to excellent yields. A rationale for this reaction is discussed. (C) 2011 Elsevier B.V. All rights reserved.
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