Ultrasound-irradiated Michael addition of amines to ferrocenylenones under solvent-free and catalyst-free conditions at room temperature

Jin Ming Yang, Shun Jun Ji, Da Gong Gu, Zhi Liang Shen, Shun Yi Wang

Research output: Contribution to journalArticlepeer-review

50 Scopus citations

Abstract

A facile Michael addition of ferrocenylenones with aliphatic amines under ultrasound irradiation in the absence of solvent and catalyst at room temperature can afford 1-ferrocenyl-3-amino carbonyl compounds rapidly in high yields, which is also efficient in the aza-Michael reaction of other α,β-unsaturated carbonyl compounds such as chalcone, carboxylic ester, etc. However, aromatic amines do not undergo the conjugate addition at all, and the reactions under existing methods do not proceed or take place in low yield after a long reaction time. Apart from experimental simplicity, generality and selectivity, the advantages of this methodology are the rapid, environmentally benign and less expensive processes, which will contribute to the progress of green chemistry.

Original languageEnglish
Pages (from-to)2989-2995
Number of pages7
JournalJournal of Organometallic Chemistry
Volume690
Issue number12
DOIs
StatePublished - 15 Jun 2005
Externally publishedYes

Keywords

  • Ferrocene, amine
  • Michael addition
  • Solvent-free
  • Ultrasound
  • β-amino carbonyl compound

Fingerprint

Dive into the research topics of 'Ultrasound-irradiated Michael addition of amines to ferrocenylenones under solvent-free and catalyst-free conditions at room temperature'. Together they form a unique fingerprint.

Cite this