AlCl3-catalyzed O-alkylative Passerini reaction of isocyanides, cinnamaldehydes and various aliphatic alcohols for accessing α-alkoxy-β,γ-enamides
Literature Information
Publication Date
2015-04-30
DOI
10.1039/C5QO00106D
Impact Factor
5.281
Authors
Han Xie, Huaixue Mu, Qijie He, Zhaoxiang Bian, Jun Wang
View Original
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.
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Source Journal
Organic Chemistry Frontiers
CiteScore:
7.8
Self-citation Rate:
8.7%
Articles per Year:
724
Organic Chemistry Frontiers publishes high-quality research from across organic chemistry. Emphases are placed on studies that make significant contributions to the field of organic chemistry by reporting either new or significantly improved protocols or methodologies. Topics include, but are not limited to the following: Organic synthesis Development of synthetic methodologies Catalysis Natural products Functional organic materials Supramolecular and macromolecular chemistry Physical and computational organic chemistry
Recommended Compounds
![[(5-Methyl-1,3,4-thiadiazol-2-yl)sulfanyl]acetic acid structure](https://static.chemtradehub.com/structs/509/50918-26-8-4ce8.webp "[(5-Methyl-1,3,4-thiadiazol-2-yl)sulfanyl]acetic acid structure")
[(5-Methyl-1,3,4-thiadiazol-2-yl)sulfanyl]acetic acid
CAS Number:
50918-26-8
Molecular Formula:
C5H6N2O2S2
N-(5-Fluoro-2-oxo-2,3-dihydro-4-pyrimidinyl)benzamide
CAS Number:
10357-07-0
Molecular Formula:
C11H8FN3O2
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