Journal
AUSTRALIAN JOURNAL OF CHEMISTRY
Volume 67, Issue 3, Pages 475-480Publisher
CSIRO PUBLISHING
DOI: 10.1071/CH13548
Keywords
-
Categories
Funding
- MEXT KAKENHI [23790017, 24390005, 25460018]
- University of Shizuoka
- Grants-in-Aid for Scientific Research [23790017, 25460018] Funding Source: KAKEN
Ask authors/readers for more resources
The fluorination of substituted benzenes using fluoride ions under mild reaction conditions has been one of the most important challenges for the synthesis of biologically active fluorinated aromatic compounds; however, only a few synthetically useful methods are known. In this paper, it is reported that the nucleophilic fluorination of benzynes, generated from either 2-(trialkylsilyl)phenyl nonafluorobutanesulfonates or 2-(trialkylsilyl)phenols, meets this challenge. In particular, the fluorination starting from 2-(trialkylsilyl)phenols for fabricating aryl fluorides involves three sequential reactions in one-pot: the nonaflylation of phenols, benzyne generation, and nucleophilic fluorination of the benzynes. The regioselectivities of these reactions are controlled by the substituents at the C3-position of the benzynes.
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