Based on our group’s previous studies on the C-O activation of heteroaryl ethers (Z. Jin et al.,
J. Org. Chem.
2013
,
78
, 5078)，
we collaborated with Prof. Jin-Quan Yu and developed a novel difunctional template based on 1,3,5-triazines. This novel template gave superior regioselectivity in the
meta
C-H alkenylation of phenols (
meta
: others > 20 : 1). This template is easy to prepare, install and remove. This template also showed significant reactivity in Ni-catalyzed C-O activation and functionalization. Thus, this overall sequence allows for the preparation of 1, 3-disubstituted arene derivatives from the corresponding phenols. This template could be recovered in high yield after the C-O functionalization step.
Fig. 2. Application of Sequential meta-C–H and ipso-C–O Functionalization of Phenols
This work is published on
J. Am. Chem. Soc.
(
J. Am. Chem. Soc.
2019
,
141
, 1903–1907). Jiancong Xu and Jingjing Chen contributed equally to this work. This work is funded by the National Natural Science Foundation of China.
