An example of the application of the Strecker reaction in the synthesis of a new class of α-aminonitriles with benzimidazole and theophylline backbones has been developed. For the synthesis of these compounds, first 4-hydroxybenzaldehyde was reacted with 1,3- and 1,5-dibromides/epibromohydrin to produce the corresponding bromo-substituted aldehydes. Then, benzimidazole/theophylline was reacted with the latter to generate the related benzimidazolic/theophyllinic aldehydes. Finally, the Strecker reactions of the synthetic benzimidazolic and theophyllinic aldehydes with different amines afforded the target products.

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http://dx.doi.org/10.1021/jo401890gDOI Listing

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