Abstract
An investigation into the mechanism of Cu-catalyzed aryl boronic acid halodeboronation using electrophilic halogen reagents is reported. Evidence is provided to show that this takes place via a boronate-driven ipso-substitution pathway and that Cu is not required for these processes to operate: general Lewis base catalysis is operational. This in turn allows the rational development of a general, simple, and effective base-catalyzed halodeboronation that is amenable to the preparation of 125I-labeled products for SPECT applications.
Original language | English |
---|---|
Pages (from-to) | 2488-2492 |
Number of pages | 5 |
Journal | Organic Letters |
Volume | 21 |
Issue number | 7 |
Early online date | 25 Mar 2019 |
DOIs | |
Publication status | Published - 5 Apr 2019 |