Synthesis of meta-(Indol-3-yl)phenols
from Indoles and Cyclohexenone via Palladium(II)-Catalyzed Oxidative
Heck Reaction and Dehydrogenative Aromatization in a One-Step Sequence

Son, Seung
Hwan; Shin, Jeong-Won; Won, Hyuck-Jae; Yoo, Hyung-Seok; Cho, Yang Yil; Kim, Soo Lim; Jang, Yoon Hu; Park, Boyoung Y.; Kim, Nam-Jung

doi:10.1021/acs.orglett.1c02679.s001

ol1c02679_si_001.pdf (5.48 MB)

Synthesis of meta-(Indol-3-yl)phenols from Indoles and Cyclohexenone via Palladium(II)-Catalyzed Oxidative Heck Reaction and Dehydrogenative Aromatization in a One-Step Sequence

journal contribution

posted on 2021-09-15, 14:07 authored by Seung Hwan Son, Jeong-Won Shin, Hyuck-Jae Won, Hyung-Seok Yoo, Yang Yil Cho, Soo Lim Kim, Yoon Hu Jang, Boyoung Y. Park, Nam-Jung Kim

Facile construction of a meta-(indol-3-yl)phenol framework with a wide substrate scope (a total of 25 compounds) via a palladium(II)-catalyzed oxidative Heck reaction and dehydrogenative aromatization in a one-step sequence is reported. This methodology affords a novel route for the privileged structures that are challenging to access via a direct link between indole and phenol, in a highly efficient and atom-economical manner.