One-Pot Synthesis of 1-Hydroxyacridones from para-Quinols and ortho-Methoxycarbonylaryl Isocyanates

Jing Wu, Jinzhu Zhang, Ruben Soto-Acosta, Lili Mao, Jiahui Lian, Kenny Chen, Guy Pillon, Guoqi Zhang, Robert J. Geraghty, Shengping Zheng

Research output: Contribution to journalArticlepeer-review

2 Scopus citations

Abstract

A variety of substituted acridones were synthesized via a one-pot, metal-free cascade reaction. In this event, the DBU-mediated addition between quinols and ortho-methoxycarbonylaryl isocyanates formed a bicyclic oxazolidinone, followed by a sequence of intramolecular condensation, tautomerization, and decarboxylation, which led to the formation of acridones. The acridones showed mild activity against the human cytomegalovirus.

Original languageEnglish (US)
Pages (from-to)4515-4524
Number of pages10
JournalJournal of Organic Chemistry
Volume85
Issue number6
DOIs
StatePublished - Mar 20 2020

PubMed: MeSH publication types

  • Journal Article
  • Research Support, Non-U.S. Gov't
  • Research Support, U.S. Gov't, Non-P.H.S.
  • Research Support, N.I.H., Extramural

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