Regiodivergent halogenation of vinylogous esters: One-pot, transition-metal-free access to differentiated haloresorcinols

Xiaohong Chen, Jenny S. Martinez, Justin T. Mohr

Research output: Contribution to journalArticlepeer-review

23 Scopus citations

Abstract

We report an efficient method for the regiodivergent synthesis of halogenated resorcinol derivatives using readily available vinylogous esters and sulfonyl halide halogen donors. Either the 4- or 6-haloresorcinol isomer is accessible from a common precursor. In contrast to conventional oxidants for arene halogenation, mild sulfonyl halides allow broad functional group compatibility. The strategy inherently differentiates the two resorcinol oxygen atoms and enhances the potential for complex molecule synthesis.

Original languageEnglish (US)
Pages (from-to)378-381
Number of pages4
JournalOrganic letters
Volume17
Issue number2
DOIs
StatePublished - Jan 16 2015
Externally publishedYes

All Science Journal Classification (ASJC) codes

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

Fingerprint

Dive into the research topics of 'Regiodivergent halogenation of vinylogous esters: One-pot, transition-metal-free access to differentiated haloresorcinols'. Together they form a unique fingerprint.

Cite this