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Silver-Mediated Fluorination of Functionalized Aryl Stannanes
Author(s) -
Takeru Furuya,
Alexandra E. Strom,
Tobias Ritter
Publication year - 2009
Publication title -
journal of the american chemical society
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 7.115
H-Index - 612
eISSN - 1520-5126
pISSN - 0002-7863
DOI - 10.1021/ja8086664
Subject(s) - chemistry , aryl , nucleophile , heteroatom , bimetallic strip , substrate (aquarium) , redox , phenols , combinatorial chemistry , organic chemistry , reagent , catalysis , ring (chemistry) , alkyl , oceanography , geology
We report a regiospecific silver-mediated fluorination of aryl stannanes. The presented reaction can afford complex fluoroarenes from readily available phenols in three steps. The operational simplicity and the broad substrate scope of the fluorination should render this reaction a useful tool for the synthesis of milligram to gram quantities of functionalized aryl fluorides. Silver-mediated oxidative transformations of aryl nucleophiles that proceed via bimetallic redox processes are a new avenue to develop carbon-heteroatom bond formations.

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