Journal article
Rapid and Mild Cleavage of Aryl‐Alkyl Ethers to Liberate Phenols
Abstract
Abstract We report that the Piers‐Rubinsztajn reaction enables rapid deprotection of aryl alkyl ethers under ambient conditions. This chemistry leverages tris(pentafluorophenyl)borane and silyl hydrides to convert aryl methyl ethers to siloxanes, which can then be cleaved using 1 % HCl in EtOH. We examined 26 derivatives and routinely obtained yields >85 %, even in the presence of sterically demanding groups and complex substrate structures. …
Authors
Torrens AA; Ly AL; Fong D; Adronov A
Journal
European Journal of Organic Chemistry, Vol. 2022, No. 27,
Publisher
Wiley
Publication Date
July 21, 2022
DOI
10.1002/ejoc.202200570
ISSN
1434-193X