AlCl3-catalyzed O-alkylative Passerini reaction of isocyanides, cinnamaldehydes and various aliphatic alcohols for accessing α-alkoxy-β,γ-enamides

Longyun Lyu, Han Xie, Huaixue Mu, Qijie He, Zhaoxiang BIAN*, Jun WANG

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

6 Citations (Scopus)

Abstract

The inexpensive Lewis acid AlCl3 was found to be an efficient catalyst for the O-alkylative Passerini reaction of isocyanides, cinnamaldehydes and alcohols. Instead of carboxylic acid in the classical Passerini reaction, alcohols performed both as the solvent and substrate nicely to afford α-alkoxy-amide products in good yield (up to 91%). This method provides practical access for functional α-alkoxy-β,γ-enamide derivatives.

Original languageEnglish
Pages (from-to)815-818
Number of pages4
JournalOrganic Chemistry Frontiers
Volume2
Issue number7
DOIs
Publication statusPublished - Jul 2015

Scopus Subject Areas

  • Organic Chemistry

Fingerprint

Dive into the research topics of 'AlCl<sub>3</sub>-catalyzed O-alkylative Passerini reaction of isocyanides, cinnamaldehydes and various aliphatic alcohols for accessing α-alkoxy-β,γ-enamides'. Together they form a unique fingerprint.

Cite this