Regiospecific synthesis of unsubstituted basic skeletons of heterocycles containing nitrogen neighboring an aromatic ring by the reductive ring expansion reaction using diisobutylaluminum hydride

Hidetsura Cho, Yusuke Iwama, Kenji Sugimoto, Eunsang Kwon, Hidetoshi Tokuyama

Research output: Contribution to journalArticle

19 Citations (Scopus)

Abstract

A systematic investigation of reductive ring expansion reaction of oximes with diisobutylaluminum hydride (DIBAH) was performed. The reaction regiospecifically provided a variety of unsubstituted bicyclic heterocycles 3a-3g or tricyclic heterocycles 3h, 3j-3l that contained nitrogen attached to an aromatic ring.

Original languageEnglish
Pages (from-to)1183-1190
Number of pages8
JournalHeterocycles
Volume78
Issue number5
DOIs
Publication statusPublished - 2009 May 1

Keywords

  • Diisobutylaluminum Hydride (DIBAH)
  • Rearrangement
  • Regiospecitic Synthesis
  • Ring Expansion
  • Unsubstituted Basic Skeleton

ASJC Scopus subject areas

  • Analytical Chemistry
  • Pharmacology
  • Organic Chemistry

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