Copper-Catalyzed Aerobic Oxidative Dicarbonylation of Indoles toward Solvatochromic Fluorescent Indole-Substituted Quinoxalines

Zeguang Zhang, Zhihong Dai, Xuefeng Jiang

Research output: Contribution to journalArticlepeer-review

27 Scopus citations

Abstract

Copper-catalyzed, aerobic, oxidative, C3-dicarbonylation of indoles has been realized directly from α-hydroxyketones, which serve as an efficient dicarbonylative reagent under mild conditions. The method is widely compatibility with various functional groups, offering a straightforward means to produce different heterocycle-substituted quinoxalines in excellent yields. These diverse fluorescent quinoxalines exhibited photophysical properties and solvatochromism in certain rules. Based on control experiments, a plausible reaction mechanism was proposed.

Original languageEnglish
Pages (from-to)1370-1374
Number of pages5
JournalAsian Journal of Organic Chemistry
Volume4
Issue number12
DOIs
StatePublished - 1 Dec 2015

Keywords

  • Dicarbonylation
  • Indoles
  • Quinoxalines
  • Solvatochromism
  • α-hydroxyketones

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