ja8b00048_si_002.cif (3.47 MB)
Pd-Catalyzed, ortho C–H Methylation and Fluorination of Benzaldehydes Using Orthanilic Acids as Transient Directing Groups
dataset
posted on 2018-02-07, 00:00 authored by Xiao-Yang Chen, Erik J. SorensenThe
direct, Pd-catalyzed ortho C–H methylation
and fluorination of benzaldehydes have been accomplished using commercially
available orthanilic acids as transient directing groups. In these
reactions, the 1-fluoro-2,4,6-trimethylpyridinium salts can be either
a bystanding F+ oxidant or an electrophilic fluorinating
reagent. An X-ray crystal structure of a benzaldehyde ortho C–H palladation intermediate was obtained using triphenylphosphine
as the stabilizing ligand.