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An efficient preparation of new homoallylamines and α-aminonitriles bearing furyl and thienyl rings
✍ Scribed by Leonor Y. Vargas Méndez; Vladimir V. Kouznetsov
- Book ID
- 102341253
- Publisher
- Journal of Heterocyclic Chemistry
- Year
- 2008
- Tongue
- English
- Weight
- 213 KB
- Volume
- 45
- Category
- Article
- ISSN
- 0022-152X
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✦ Synopsis
Abstract
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New diverse N‐aryl‐N‐[1‐furyl(thienyl)but‐3‐enyl]amines (homoallylamines) or 2‐(N‐arylmethylamino)‐2‐furyl(thienyl)acetonitriles (α‐aminonitriles) were easily prepared in good to excellent yields by an indium‐mediated Barbier‐type reaction between N‐hetarylaldimines and allyl bromide in MeOH or a direct three component reaction between anilines, hetaryl aldehydes and trimethylsilyl cyanide in the presence of a catalytic amount of molecular iodine at room temperature, respectively. The entire set of amines was characterized by IR, ^1^H and ^13^C NMR spectroscopy.
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