✦ LIBER ✦
ChemInform Abstract: Towards Molecular Diversity: Dealkylation of tert-Butyl Amine in Ugi-Type Multicomponent Reaction Product Establishes tert-Butyl Isocyanide as a Useful Convertible Isonitrile.
✍ Scribed by Sankar K. Guchhait; Chetna Madaan
- Publisher
- John Wiley and Sons
- Year
- 2010
- Weight
- 36 KB
- Volume
- 41
- Category
- Article
- ISSN
- 0931-7597
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✦ Synopsis
Towards Molecular Diversity: Dealkylation of tert-Butyl Amine in Ugi-Type Multicomponent Reaction Product Establishes tert-Butyl Isocyanide as a Useful Convertible Isonitrile. -The dealkylation of an alkylamine, in situ generated during Ugi reaction with tert-butyl isonitrile (III), is smoothly achieved by microwave-assisted reaction with HBF4 to afford the free amine [cf. (IV), (VI), (XI)]. Sensitive groups like ether, nitrile and aromatic halide groups are tolerated. This free amino functionality can be used for further anellation as demonstrated with o-formylbenzoic acids (VII). -(GUCHHAIT*,