Open-air and solvent-free ester condensation catalyzed by sulfonic acids

Akira Sakakura, Yoshiki Koshikari, Kazuaki Ishihara

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27 Citations (Scopus)

Abstract

Ester condensation is one among the most fundamental organic transformations, and more environmentally benign alternatives to current esterification processes are needed. Under solvent-free and drying agent-free conditions, catalytic amounts of sulfonic acids promote ester condensation between an equimolar mixture of carboxylic acids and alcohols. In particular, p-toluenesulfonic acid (TsOH) and 10-camphorsulfonic acid (CSA), which have appropriate acidities, efficiently catalyze the ester condensation of secondary alcohols without their decomposition. Since the present protocol does not require solvents under simple open-air conditions, a large amount of esters can be synthesized in a rather small apparatus.

Original languageEnglish
Pages (from-to)5017-5020
Number of pages4
JournalTetrahedron Letters
Volume49
Issue number34
DOIs
Publication statusPublished - Aug 18 2008
Externally publishedYes

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ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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