Regioselective synthesis of several heterocyclic fused azepines using diisobutylaluminum hydride

Hidetsura Cho, Kengo Murakami, Hiroyuki Nakanishi, Hirotaka Isoshima, Kazuhide Hayakawa, Itsuo Uchida

Research output: Contribution to journalArticlepeer-review

24 Citations (Scopus)

Abstract

5,6,7,8-Tetrahydrothieno[3,2-b]azepine,5,6,7,8-tetrahydro-1H-furo[3,2-b] azepine, and 1,4,5,6,7,8-hexahydropyrrolo[3,2-b]azepine were synthesized by the ring expansion reaction of heterocyclic fused cyclohexanone oximes with diisobutylaluminum hydride (DIBAH). The mechanism of the reaction was different from that of Beckmann rearrangement.

Original languageEnglish
Pages (from-to)919-927
Number of pages9
JournalHeterocycles
Volume48
Issue number5
DOIs
Publication statusPublished - 1998 Jan 1

ASJC Scopus subject areas

  • Analytical Chemistry
  • Pharmacology
  • Organic Chemistry

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