Convenient synthesis of 1,2,3,4-tetrahydroisoquinoline-1-carboxylic acid derivatives via isocyanide-based, three-component reactions

Ildikó Schuster, László Lázár, Ferenc Fülöp

Research output: Contribution to journalArticle

6 Citations (Scopus)

Abstract

The three-component reactions of 3,4-dihydroisoquinolines, isocyanides, and benzyl chloroformate furnished 2-benzyloxycarbonyl-1,2,3,4- tetrahydroisoquinoline-1-carboxamides in moderate to good yields. Hydrogenolysis or selective hydrolysis of the benzyloxycarbonyl group provided 1,2,3,4-tetrahydroisoquinoline-1-carboxamides, further hydrolysis of which resulted in the corresponding 1,2,3,4-tetrahydroisoquinoline-1-carboxylic acids.

Original languageEnglish
Pages (from-to)2488-2498
Number of pages11
JournalSynthetic Communications
Volume40
Issue number16
DOIs
Publication statusPublished - Jan 1 2010

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Keywords

  • isocyanides
  • isoquinolines
  • multicomponent reactions
  • α-Amino acids

ASJC Scopus subject areas

  • Organic Chemistry

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