Open AccessPd-Catalyzed Nucleophilic Fluorination of Aryl Bromides
Author(s) -
Hong Geun Lee,
Phillip J. Milner,
Stephen L. Buchwald
Publication year - 2014
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/ja5009739
Subject(s) - chemistry , nucleophile , aryl , catalysis , ligand (biochemistry) , substrate (aquarium) , combinatorial chemistry , medicinal chemistry , organic chemistry , biochemistry , alkyl , receptor , oceanography , geology
On the basis of mechanism-driven reaction design, a Pd-catalyzed nucleophilic fluorination of aryl bromides and iodides has been developed. The method exhibits a broad substrate scope, especially with respect to nitrogen-containing heteroaryl bromides, and proceeds with minimal formation of the corresponding reduction products. A facilitated ligand modification process was shown to be critical to the success of the reaction.
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