Synthesis of oxa[9]helicene derivatives by cyclodehydration of 1,1′-bibenzo[c]phenanthrene-2,2′-diol using phosphorus pentoxide

Md Sharif Hossain, Mahmuda Akter, Michinori Karikomi

Research output: Contribution to journalArticlepeer-review

Abstract

A new one-step cyclization reaction has been established for the synthesis of oxa[9]helicene derivatives, containing eight ortho-condensed benzene rings and one furan ring. 1,1′-Bibenzo[c]phenanthrene-2,2′-diols (HEBPOLs) afforded the corresponding oxa[9]helicenes by refluxing with phosphorous pentoxide (P2O5) in o-dichlorobenzene. Enantiomerically pure oxa[9]helicenes were also synthesized with retention of the configuration and enantiopurity (>98% ee) from the corresponding enantiomerically pure HEBPOLs.

Original languageEnglish
Article number152948
JournalTetrahedron Letters
Volume69
DOIs
Publication statusPublished - Apr 13 2021
Externally publishedYes

All Science Journal Classification (ASJC) codes

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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