Advanced Synthesis and Catalysis p. 2951 - 2956 (2015)
Update date:2022-08-03
Topics: Synthesis Catalyst Arylboronic Acids Aerobic Oxidation Potassium iodide
Lee, Ye-Sol
Cheon, Cheol-Hong
A highly efficient protocol for the synthesis of benzimidazole-substituted arylboronic acids was developed via aerobic oxidative cyclization of 1,2-aryldiamines and formyl-substituted aryl MIDA (N-methyliminodiacetic acid) boronates using potassium iodide as a nucleophilic catalyst. Furthermore, a one-pot protocol for the synthesis of benzimidazole-substituted arylboronic acids from 1,2-phenylenediamines and formyl-substituted arylboronic acids was developed without the isolation of any intermediates. The resulting boronic acids were further subjected to Suzuki-Miyaura coupling reactions without isolation, leading to diaryl-substituted benzimidazoles with only one separation step.
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