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Communication | Regular issue | Vol 65, No. 9, 2005, pp.2057-2060
Published online, 12th July, 2005
DOI: 10.3987/COM-05-10460
A Facile Method for Conversion of Phenolic Tetrahydroisoquinolines to Benzylamines with Ring Cleavage

Takashi Nakata, Naho Komatsu, Mamiko Yamanaka, Hae Joo Lee, Yutaka Matsuoka, Kiyoshi Nishitani, Miyuki Ishizaki, and Hiroshi Hara*

*Faculty of Pharmaceutical Sciences, Science University of Tokyo, 2641 Yamazaki, Noda, Chiba 278-8510, Japan

Abstract

The reaction of N-cyanomethyl-6- and -8-hydroxytetrahydroiso-quinolinium methiodide with various amines afforded the corresponding benzylamines via the formation of p- or o-quinone methide in moderate to high yields.