Acid-Promoted One-Pot Synthesis of Substituted Furan and 6-Methylpyrazin-2(1 H)-one Derivatives via Allene Intermediate Formed in Situ

ACS Comb Sci. 2018 May 14;20(5):292-297. doi: 10.1021/acscombsci.8b00005. Epub 2018 Apr 11.

Abstract

Under the acidic conditions, substituted furans were constructed from γ-alkynyl ketones through corresponding allene intermediates in one-pot. The methodology was also tailored to a series of the Ugi reaction products for the synthesis of 6-methylpyrazin-2(1 H)-one derivatives. The current method offered significant advantages for the combinatorial applications of these chemical scaffolds.

Keywords: 6-methylpyrazin-2(1H)-one; Ugi reaction; allene; multicomponent reaction (MCR); substituted furans.

Publication types

  • Research Support, N.I.H., Extramural
  • Research Support, Non-U.S. Gov't

MeSH terms

  • Acids / chemistry*
  • Alkadienes / chemical synthesis*
  • Cyclization
  • Furans / chemical synthesis*
  • Ketones / chemical synthesis*
  • Pyrazines / chemical synthesis*
  • Stereoisomerism
  • Temperature

Substances

  • Acids
  • Alkadienes
  • Furans
  • Ketones
  • Pyrazines
  • propadiene