posted on 2022-07-13, 15:13authored byAlexander
P. Atkins, Albert C. Rowett, David M. Heard, Joseph A. Tate, Alastair J. J. Lennox
The development of sustainable C(sp3)–H
functionalization
methods is of great interest to the pharmaceutical and agrochemical
industries. Anodic oxidation is an efficient means of producing benzylic
cations that can undergo subsequent in situ nucleophilic
attack to afford functionalized benzylic products. Herein, we demonstrate
the suitability of carboxylic acids as nucleophiles to yield benzylic
esters. This method employs a series of secondary benzylic substrates
and functionalized carboxylic acids and is demonstrated on a gram
scale in flow.