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

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

Research output: Contribution to journalArticle

23 Scopus citations

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
Externally publishedYes

ASJC Scopus subject areas

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

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