Polycyclic N-heterocyclic compounds 74: Rearrangement reaction of 5-amino-1,2-dihydrofuro[2,3-c]isoquinolines with α, ω-dibromoalkanes and evaluation of product bronchodilator activity

Kensuke Okuda, Masahiko Yoshida, Takashi Hirota, Kenji Sasaki

Research output: Contribution to journalArticle

1 Citation (Scopus)

Abstract

Reaction of 5-amino-1,2-dihydrofuro[2,3-c]isoquinolines with 1,2-dibromoethane and 1,3-dibromopropane in the presence of a base afforded 2′,13′-dihydrospiro[cyclopropane-1,6′(5′H)-imidazo[2, 1-a]isoquinolin]-5′-ones and 3′,4′-dihydro-2′H- spiro[cyclopropane-1,7′ (6′H)-pyrimido[2,1-a]isoquinolin]-6′- ones, respectively. Certain of the products showed significant bronchodilator activity.

Original languageEnglish
Pages (from-to)865-871
Number of pages7
JournalSynthetic Communications
Volume42
Issue number6
DOIs
Publication statusPublished - Jan 1 2012

Keywords

  • Bronchodilator activity
  • Furo[2,3-c]isoquinoline
  • Rearrangement
  • Ring cleavage
  • Spiroheterocycle

ASJC Scopus subject areas

  • Organic Chemistry

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