Synthesis and structure of bifunctional N-alkylbenzimidazole phenylboronate derivatives
Organic & Biomolecular Chemistry2006Vol. 4(17), pp. 3297–3297
Citations Over TimeTop 12% of 2006 papers
Alexandrea J. Blatch, O.V. Chetina, Judith A. K. Howard, Leonard G. F. Patrick, Christian A. Smethurst, Andrew Whiting
Abstract
N-Methyl and N-n-butyl-2-(2-boronophenyl)benzimidazoles are accessed from the corresponding mono-N-alkyl-ortho-phenylenediamines, either using a polyphosphoric acid-mediated cyclisation with ortho-bromobenzoic acid, or preferably using an Oxone-mediated cyclisation of the corresponding aldehyde, followed by a lithium-exchange and borylation sequence. The resulting boronic acids show unusual physical and chemical properties, as shown by 11B NMR and X-ray crystallography.
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