Thioesterifications Free of Activating Agent and Thiol: A Three-Component Reaction of Carboxylic Acids, Thioureas, and Michael Acceptors

Sharada Prasanna Swain, Yen Lin Chou, Duen Ren Hou

Research output: Contribution to journalArticlepeer-review

6 Scopus citations

Abstract

An amine-catalyzed, one-pot synthesis of thioesters directly from carboxylic acids, thioureas, and Michael acceptors is described. This process was further improved by use of 1-[2-(methylamino)ethyl]-3-phenylthiourea (4) as the catalyst. Aromatic and aliphatic carboxylic acids with functional groups are compatible with this process, and both α,β-unsaturated esters and ketones can be the Michael acceptors for this reaction. The progress of this reaction was monitored by 1H NMR, and a reaction mechanism is proposed.

Original languageEnglish
Pages (from-to)2644-2650
Number of pages7
JournalAdvanced Synthesis and Catalysis
Volume357
Issue number12
DOIs
StatePublished - 1 Aug 2015

Keywords

  • Michael addition
  • multicomponent reaction
  • organic catalysis
  • thioesterification

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