Synthesis of Benzimidazole-Substituted Arylboronic Acids via Aerobic Oxidation of 1,2-Arylenediamines and Formyl-Substituted Aryl MIDA Boronates using Potassium Iodide as a Catalyst
- Authors
- Lee, Ye-Sol; Cheon, Cheol-Hong
- Issue Date
- 14-9월-2015
- Publisher
- WILEY-V C H VERLAG GMBH
- Keywords
- aerobic oxidative cyclization; benzimidazole-substituted boronic acids; iodides; N-methyliminodiacetic acid (MIDA); MIDA boronates; Suzuki-Miyaura coupling reaction
- Citation
- ADVANCED SYNTHESIS & CATALYSIS, v.357, no.13, pp.2951 - 2956
- Indexed
- SCIE
SCOPUS
- Journal Title
- ADVANCED SYNTHESIS & CATALYSIS
- Volume
- 357
- Number
- 13
- Start Page
- 2951
- End Page
- 2956
- URI
- https://scholar.korea.ac.kr/handle/2021.sw.korea/92482
- DOI
- 10.1002/adsc.201500302
- ISSN
- 1615-4150
- Abstract
- 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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