Synthesis of poly condensed oxygen-containing helical heterocycles via rearrangement of benzofused-2,2′-diphenoquinone derivatives

Md Sharif Hossain, Shota Inoue, Mohammad Shahabuddin, Takao Kimura, Michinori Karikomi

Research output: Contribution to journalArticlepeer-review

4 Citations (Scopus)

Abstract

The thermal rearrangement reaction of helical-shaped quinone (benzofused-2,2′-diphenoquinone derivative) afforded three types of poly-condensed oxygen-containing heterocyclic compounds. One type of them was spiro compound which is consisting of cyclopentadiene and γ-butyrolactone. The other two compounds were helically condensed compounds, one of them containing as cyclopentadiene and pyranone ring and the other consists of fused furan and oxepin ring. These products were could be selectively synthesized by the choosing modification of reaction conditions. Moreover, the mechanistic aspects of these reactions are also discussed.

Original languageEnglish
Pages (from-to)1682-1685
Number of pages4
JournalTetrahedron Letters
Volume60
Issue number25
DOIs
Publication statusPublished - Jun 20 2019
Externally publishedYes

All Science Journal Classification (ASJC) codes

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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