Synthesis of alpha-Ketothioamides via Willgerodt-Kindler Reaction of Arylglyoxals with Amines and Sulfur under Solvent-Free Conditions

Eftekhari-Sis B., Khajeh S. V., Buyukgungor O.

SYNLETT, vol.24, no.8, pp.977-980, 2013 (SCI-Expanded) identifier identifier

  • Publication Type: Article / Article
  • Volume: 24 Issue: 8
  • Publication Date: 2013
  • Doi Number: 10.1055/s-0032-1316897
  • Journal Name: SYNLETT
  • Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus, Index Chemicus (IC), Current Chemical Reactions (CCR)
  • Page Numbers: pp.977-980
  • Keywords: alpha-ketothioamides, Willgerodt-Kindler reaction, arylglyoxals, green chemistry, solvent-free, CONJUGATE ADDITION, KINETIC RESOLUTION, THIOAMIDES, THIONATION, EFFICIENT, FACILE, CYCLIZATION, THIOPHENES, SUBSTRATE, CATALYST
  • Ondokuz Mayıs University Affiliated: Yes

Abstract

Willgerodt-Kindler reaction of arylglyoxal hydrates with secondary amines and elemental sulfur under solvent-free conditions at 80 degrees C is developed, in which alpha-ketothioamides are obtained in 70-90% yield in 0.6-1 hour. The X-ray crystal-structure analysis for one compound was obtained.