Synthesis of a peralkynylated pyrazino[2,3-g]quinoxaline

Shaobin Miao, Mark D. Smith, Uwe H.F. Bunz

Research output: Contribution to journalArticle

22 Citations (Scopus)

Abstract

The synthesis of a hexaethynyl[2,3-g]pyrazinoquinoxaline and its crystal structure are reported. Starting from tetraaminobenzoquinone, condensation to bis(triisopropylsilyl)hexadiyne-2,3-dione affords 2,3,7,8- tetrakis(triisopropylsilylethynyl)pyrazino[2,3-g]quinoxaline-5,10-dione. Reaction with TIPS-CC-Li followed by reduction with hypophosphite in the presence of KI furnished the title molecule in a yield of 62%. Pd catalysis is not involved in any of these steps.

Original languageEnglish (US)
Pages (from-to)757-760
Number of pages4
JournalOrganic Letters
Volume8
Issue number4
DOIs
StatePublished - Feb 16 2006

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quinoxalines
Quinoxalines
Dione
Catalysis
Condensation
Crystal structure
Molecules
synthesis
catalysis
condensation
crystal structure
molecules

ASJC Scopus subject areas

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

Cite this

Synthesis of a peralkynylated pyrazino[2,3-g]quinoxaline. / Miao, Shaobin; Smith, Mark D.; Bunz, Uwe H.F.

In: Organic Letters, Vol. 8, No. 4, 16.02.2006, p. 757-760.

Research output: Contribution to journalArticle

Miao, Shaobin ; Smith, Mark D. ; Bunz, Uwe H.F. / Synthesis of a peralkynylated pyrazino[2,3-g]quinoxaline. In: Organic Letters. 2006 ; Vol. 8, No. 4. pp. 757-760.
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