Iodine-catalyzed Michael addition of mercaptans to α,β- unsaturated ketones under solvent-free conditions

Cheng Ming Chu, Shijay Gao, M. N.V. Sastry, Ching Fa Yao

Research output: Contribution to journalArticle

95 Citations (Scopus)

Abstract

A simple and efficient method for the Michael reaction between various mercaptans and α,β-unsaturated ketones using a catalytic amount of iodine (5 mol %) to generate the 1,4-adduct has been reported. The significant features of the iodine catalyzed Michael addition are (a) operational simplicity, (b) inexpensive reagents, (c) high yields of products, (d) the use of relatively low or nontoxic reagents and (e) solvent-free conditions.

Original languageEnglish
Pages (from-to)4971-4974
Number of pages4
JournalTetrahedron Letters
Volume46
Issue number30
DOIs
Publication statusPublished - 2005 Jul 25

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Ketones
Sulfhydryl Compounds
Iodine

Keywords

  • Catalytic amounts
  • Ecofriendly
  • Michael addition
  • Molecular iodine
  • Solvent free
  • Unsaturated ketones
  • Various thiols

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

Cite this

Iodine-catalyzed Michael addition of mercaptans to α,β- unsaturated ketones under solvent-free conditions. / Chu, Cheng Ming; Gao, Shijay; Sastry, M. N.V.; Yao, Ching Fa.

In: Tetrahedron Letters, Vol. 46, No. 30, 25.07.2005, p. 4971-4974.

Research output: Contribution to journalArticle

Chu, Cheng Ming ; Gao, Shijay ; Sastry, M. N.V. ; Yao, Ching Fa. / Iodine-catalyzed Michael addition of mercaptans to α,β- unsaturated ketones under solvent-free conditions. In: Tetrahedron Letters. 2005 ; Vol. 46, No. 30. pp. 4971-4974.
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