Preparation of 6-phenyl- and 8-phenyl tetrahydroisoquinolines from boldine

Wei J. Huang, Chung Hsiung Chen, Shoei Sheng Lee

Research output: Contribution to journalArticle

7 Citations (Scopus)

Abstract

Four 6-phenyl- and 8-phenyltetrahydroisoquinolines were prepared by structural modifications of boldine nucleus. These involved four major reaction steps, including solvolysis of 2-hydroxyaporphine, ozonolysis of the C-9, 10 double bond of phenanthrene nucleus leading to the key intermediate, and final Pictet-Spengler cyclization to respective target products.

Original languageEnglish
Pages (from-to)1573-1588
Number of pages16
JournalHeterocycles
Volume60
Issue number7
Publication statusPublished - Jul 1 2003
Externally publishedYes

ASJC Scopus subject areas

  • Organic Chemistry

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