A Facile One-Pot Protocol for the Synthesis of Tetrazolyl Tetrahydroisoquinolines via novel Domino Intramolecular Cyclization/Azide-Ugi Sequence

N, Archith and D S, Sharada (2014) A Facile One-Pot Protocol for the Synthesis of Tetrazolyl Tetrahydroisoquinolines via novel Domino Intramolecular Cyclization/Azide-Ugi Sequence. Masters thesis, Indian Institute of Technology, Hyderabad.

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Abstract

A facile one pot, four component domino reaction between 2-(2- bromoethyl)benzaldehyde, isocyanide, amine and sodium azide has been developed for the synthesis of novel tetrazolyl tetrahydroisoquinoline derivatives. The domino sequence involves intramolecular replacement of halide by iminium nitrogen followed by azide-ugi reaction. The developed reactions proceeded cleanly in a rapid manner to afford the corresponding tetrazolyl tetrahydroisoquinoline scaffolds with high to excellent yields.

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