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One‐pot synthesis of trifluoromethylated benzimidazolines catalyzed by phosphotungstic acid with a low catalyst loading
Author(s) -
Feng Xue,
Yang Tao,
He Xing,
Yu Bing,
Hu ChangWen
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.4314
Subject(s) - chemistry , phosphotungstic acid , catalysis , polyoxometalate , trifluoromethyl , toluene , solvent , condensation , organic chemistry , condensation reaction , medicinal chemistry , nuclear chemistry , alkyl , physics , thermodynamics
The inexpensive Keggin‐type polyoxometalate, i.e. H 3 PW 12 O 40 was found to be an effect catalyst for the condensation‐cyclization reaction of 1,2‐phenylenediamines and trifluoromethyl ketones to synthesize trifluoromethylated heterocycles, including benzimidazolines, benzoxazolines and benzothiazolines. Only 1 mol% of H 3 PW 12 O 40 was required in this work, and the synergistic effect of proton and polyanion was vital for the reaction. Significantly, the POM catalyst could be easily recovered by using a biphasic solvent system (H 2 O/toluene, V/V = 1:5), and reused at least for four times without significant loss in activity.