Article ID | Journal | Published Year | Pages | File Type |
---|---|---|---|---|
1315348 | Journal of Fluorine Chemistry | 2009 | 4 Pages |
Abstract
The xenon difluoride-mediated, ipso-amidation of boronic acids has been achieved for the first time under mild conditions. This method provides a simple, one-pot procedure for the direct synthesis of a series of anilides from the corresponding arylboronic acids and alkyl/aryl nitriles. Arylboronic acids bearing electron donating groups gave anilides in high yields, while moderate yields were observed for those bearing electron withdrawing groups. A plausible mechanism involving the formation of an aryl radical cation through single electron transfer by xenon difluoride, followed by the nucleophilic addition of the nitrile, is proposed.
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Physical Sciences and Engineering
Chemistry
Inorganic Chemistry
Authors
G.K. Surya Prakash, Matthew D. Moran, Thomas Mathew, George A. Olah,