Rhodium(III)-catalyzed directed peri -C-H alkenylation of anthracene derivatives

Jaganathan Karthikeyan, Naohiko Yoshikai

Research output: Contribution to journalArticlepeer-review

21 Citations (Scopus)

Abstract

Rhodium(III)-catalyzed oxidative coupling reactions of anthracene-9- carboxylic acid derivatives with electron-deficient olefins are reported. A cationic rhodium(III) catalyst, in combination with a copper(II) oxidant, promotes selective monoalkenylation of anthracene-9-carboxamide, affording 1-alkenylanthracene-9-carboxamide in moderate to good yields. A similar catalytic system also promotes the reaction of anthracene-9-carboxylic acid and an electron-deficient olefin, which affords a lactone derivative through C-H alkenylation followed by intramolecular conjugate addition.

Original languageEnglish
Pages (from-to)4224-4227
Number of pages4
JournalOrganic letters
Volume16
Issue number16
DOIs
Publication statusPublished - 2014 Aug 15
Externally publishedYes

ASJC Scopus subject areas

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

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