Diels-Alder reaction of 4-halogenated masked o-benzoquinones with electron-rich dienophiles

Seshi Reddy Surasani, Rama Krishna Peddinti

Research output: Contribution to journalArticlepeer-review

16 Scopus citations

Abstract

Inverse-electron-demand Diels-Alder reaction of masked o-benzoquinones (MOBs) ensuing from the corresponding 4-halo-2-methoxyphenols with styrene, dihydrofuran and ethyl vinyl ether, butyl vinyl ether, phenyl vinyl sulfide and vinyl acetate to afford the highly functionalized halogen substituted bicylclo[2.2.2]octenones are described.

Original languageEnglish
Pages (from-to)4615-4618
Number of pages4
JournalTetrahedron Letters
Volume52
Issue number36
DOIs
StatePublished - 7 Sep 2011
Externally publishedYes

Bibliographical note

Funding Information:
We are indebted to Professor V.R. Pedireddi, Indian Institute of Technology, Bhubaneswar for carrying out X-ray crystal analysis. S.R.S. thanks CSIR, New Delhi for the award of research fellowship.

Keywords

  • 4-Halo masked o-benzoquinones
  • Arene oxidation
  • Cycloaddition reaction
  • Hypervalent iodine reagent
  • Orthoquinone monoketals

Fingerprint

Dive into the research topics of 'Diels-Alder reaction of 4-halogenated masked o-benzoquinones with electron-rich dienophiles'. Together they form a unique fingerprint.

Cite this