Free radical reaction between 2-benzoyl-1,4-benzoquinones and 1,3-dicarbonyl compounds

Kuang Po Chen, Hen Qun Lee, Yu Chih Cheng, Che Ping Chuang

Research output: Contribution to journalArticlepeer-review

4 Citations (Scopus)

Abstract

A manganese(III)-mediated reaction between 2-benzoyl-1,4-benzoquinones and 1,3-dicarbonyl compounds that produces benzo[c]furan-4,7-diones and anthracene-1,4-diones with high chemoselectivity is described. With ethyl butyrylacetate, by changing the solvent, benzo[c]furan-4,7-diones and anthracene-1,4-diones can be generated in high chemoselectivities. With ethyl benzoylacetate, N,N-dimethyl acetoacetamide and 1,3-diones, benzo[c]furan-4,7- diones were produced effectively with high selectivity. With 2-alkyl-5-benzoyl-1,4-benzoquinones, the regioselectivity of this reaction was also studied and the corresponding benzo[c]furan-4,7-dione and anthracene-1,4-dione derivatives were obtained in high regioselectivity.

Original languageEnglish
Pages (from-to)4074-4081
Number of pages8
JournalOrganic and Biomolecular Chemistry
Volume7
Issue number19
DOIs
Publication statusPublished - 2009 Sep 25

All Science Journal Classification (ASJC) codes

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

Fingerprint Dive into the research topics of 'Free radical reaction between 2-benzoyl-1,4-benzoquinones and 1,3-dicarbonyl compounds'. Together they form a unique fingerprint.

Cite this