Synthesis and structure of bifunctional N-alkylbenzimidazole phenylboronate derivatives

被引：29

作者：

Blatch, Alexandrea J.

Chetina, Olga V.

Howard, Judith A. K.

Patrick, Leonard G. F.

Smethurst, Christian A.

Whiting, Andrew

机构：

[1] Univ Durham, Dept Chem, Sci Labs, Durham DH1 3LE, England

[2] GlaxoSmithKline, Discovery Res Syst Chem, Stevenage SG1 2NY, Herts, England

来源：

ORGANIC & BIOMOLECULAR CHEMISTRY | 2006年 / 4卷 / 17期

关键词：

D O I：

10.1039/b607127a

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

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(TM)-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 B-11 NMR and X-ray crystallography.

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页码：3297 / 3302

页数：6

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