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Indolylbenzimidazole‐based ligands catalyze the coupling of arylboronic acids with aryl halides
Author(s) -
Wang MengPei,
Chiu ChienCheng,
Lu TaJung,
Lee DongSheng
Publication year - 2018
Publication title -
applied organometallic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.53
H-Index - 71
eISSN - 1099-0739
pISSN - 0268-2605
DOI - 10.1002/aoc.4348
Subject(s) - chemistry , benzimidazole , aryl , halide , catalysis , steric effects , indole test , combinatorial chemistry , ligand (biochemistry) , coupling reaction , reaction conditions , organic chemistry , medicinal chemistry , biochemistry , receptor , alkyl
A novel class of compounds bearing indole and benzimidazole rings was designed and easily synthesized from 2‐indolecarboxylic acid and o ‐phenylenediamine. The catalytic system derived from a 2‐indolylbenzimidazole‐based ligand and Pd(OAc) 2 in situ could lead to complete conversion of aryl bromides at 0.5 mol% Pd loading under mild reaction conditions. In the presence of a catalyst, sterically hindered biaryls were selectively generated in excellent yields by adjusting reaction parameters through the coupling of arylboronic acids with aryl halides. The efficiency of this reaction was demonstrated by its compatibility with various functional groups.