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 journalArticle

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

Fingerprint Dive into the research topics of 'One-Pot Synthesis of 1-Hydroxyacridones from para-Quinols and ortho-Methoxycarbonylaryl Isocyanates'. Together they form a unique fingerprint.

  • Cite this

    Wu, J., Zhang, J., Soto-Acosta, R., Mao, L., Lian, J., Chen, K., Pillon, G., Zhang, G., Geraghty, R. J., & Zheng, S. (2020). One-Pot Synthesis of 1-Hydroxyacridones from para-Quinols and ortho-Methoxycarbonylaryl Isocyanates. Journal of Organic Chemistry, 85(6), 4515-4524. https://doi.org/10.1021/acs.joc.9b03307