N-Phenacylpyridinium bromides in the one-pot synthesis of 2,3-dihydrofurans

Che Ping Chuang, Kuang Po Chen

Research output: Contribution to journalArticlepeer-review

29 Citations (Scopus)

Abstract

A one-pot three-component process for the synthesis of highly functionalized 2,3-dihydrofurans from 1,3-dicarbonyl compounds, aromatic aldehydes, and N-phenacylpyridinium bromides has been developed. Benzylidene 1,3-dicarbonyl compounds could be generated in situ from aromatic aldehydes and 1,3-dicarbonyl compounds and then reacted smoothly with N-phenacylpyridinium bromides to produce 2,3-dihydrofurans in moderate to good yields. Piperidine/acetonitrile is the optimal condition for this process. To increase the efficiency of this reaction, this one-pot process was also conducted solvent-free under classical heating conditions and grinding conditions.

Original languageEnglish
Pages (from-to)1401-1406
Number of pages6
JournalTetrahedron
Volume68
Issue number5
DOIs
Publication statusPublished - 2012 Feb 4

All Science Journal Classification (ASJC) codes

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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