Open AccessNickel(0)-Catalyzed Decarbonylative Cross-Coupling of Aromatic Esters with Arylboronic Acids via Chelation Assistance
Author(s) -
Zhenzhu Hu,
Yuhang Wang,
Peng Ma,
Xiaqian Wu,
Jianhui Wang
Publication year - 2022
Publication title -
acs omega
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.779
H-Index - 40
ISSN - 2470-1343
DOI - 10.1021/acsomega.2c01105
Subject(s) - quinoline , catalysis , chemistry , nickel , chelation , carboxylate , medicinal chemistry , coupling reaction , organic chemistry
10-Arylbenzo[ h ]quinolines were synthesized by cross-coupling of ethyl benzo[ h ]quinoline-10-carboxylate with arylboronic acids via group-directed Ni(0) catalyzation. The catalytic system combining Ni(COD) 2 (10 mol %) with PCy 3 (20 mol %) and t -BuOK (3 equiv) was optimal for the above transformations. A series of arylboronic acids reacted with ethyl benzo[ h ]quinoline-10-carboxylates for the production of various substituted 10-phenyl[ h ]quinolines in moderate and good yields under optimized reaction conditions.