CONVENIENT PREPARATION OF SOME N-SUBSTITUTED 1,2,3,4-TETRAHYDROISOQUINOLINES LACKING ELECTRON-DONATING SUBSTITUENTS

Abstract

N,N-Bis(benzotriazol-1-ylmethyl)-β-phenylethylamines 3 are cyclised intramolecularly in conc. H₂SO₄ to the corresponding N-benzotriazol-1-ylmethyl-1,2,3,4-tetrahydroisoquinolines 4. The remaining benzotriazolyl-moiety can be replaced by nucleophiles, leading to N-substituted 1,2,3,4-tetrahydroisoquinolines 5–8.

ACKNOWLEDGMENTS

The author would like to thank N. Peerzada for his introduction to benzotriazole chemistry and acknowledges financial support by the Northern Territory University.