Premium
Synthesis of 4‐Alkenyl Benzoxazoles via Pd‐catalyzed ortho C−H Functionalization of 2‐Amidophenols
Author(s) -
Panda Niranjan,
Sahoo Kanchanbala
Publication year - 2019
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/adsc.201801272
Subject(s) - chemistry , annulation , regioselectivity , intramolecular force , catalysis , alkene , olefin fiber , surface modification , tandem , aryl , combinatorial chemistry , palladium , medicinal chemistry , stereochemistry , organic chemistry , materials science , alkyl , composite material
A one‐pot direct transformation to remotely C−H alkene functionalized 2‐aryl benzoxazoles from the reaction of amidophenol and electronically deficient olefin was reported. Control experiments confirm that the Pd‐catalyzed regioselective C−H activation/alkenylation occurs at the first step by leading to ortho ‐alkenylated amidophenol; which subsequently underwent tandem intramolecular annulation to afford C4‐alkenylated 2‐arylbenzoxazole derivatives.