Journal
CHEMISTRY-A EUROPEAN JOURNAL
Volume 25, Issue 28, Pages 6896-6901Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/chem.201900530
Keywords
alkenylation; late-stage modification; palladium; phenols; tyrosine
Categories
Funding
- National Natural Science Foundation of China [21472172, 21272212, 51603186, 21572190]
- Natural Science Foundation of Zhejiang Province [LY17B060009]
Ask authors/readers for more resources
o-Alkenylation of unprotected phenols has been developed by direct C-H functionalization catalyzed by PdII. This work features phenol group as a directing group and realizes highly site-selective C-H bond functionalization of phenols to achieve the corresponding products in moderate to excellent yields at 60 degrees C. The advantages of this reaction include unprecedented C-H functionalization using phenol as a directing group, high regioselectivity, good substrate scope, mild reaction conditions, and high efficiency. To the best of our knowledge, this is the first example of a regioselective C-H alkenylation of unprotected phenols utilizing phenolic hydroxyl group as a directing group. The alkenylation of unprotected tyrosine and intramolecular cyclization are also successfully carried out under this catalytic system in good yields. Furthermore, this novel method enables a late-stage modification of complex phenol-containing bioactive molecules toward a diversity-oriented drug discovery.
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