Microwave promoted one-pot preparation of fluorinated propargylamines and their chemical transformation

A series of fluorinated propargylamines have been synthesized from the one-pot three-component reaction of fluorobenzaldehyde, aniline and phenylacetylene under solvent-free and microwave irradiation. The fluorinated propargylamines were then further transformed to chalcones or quinoline derivatives...

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Bibliographic Details
Published in:Journal of fluorine chemistry 2012, Vol.133, p.139-145
Main Authors: Chen, Xiao-Lei, Zhang, Jian-Min, Shang, Wen-Li, Lu, Bei-Qiong, Jin, Jian-An
Format: Article
Language:English
Subjects:
Aniline
Chalcones
Derivatives
Fluorinated propargylamines
Fluorination
Fluorine
Irradiation
Microwave irradiation
Microwaves
One-pot three-component reaction
Quinoline
Quinoline derivatives
Transformations
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Summary:A series of fluorinated propargylamines have been synthesized from the one-pot three-component reaction of fluorobenzaldehyde, aniline and phenylacetylene under solvent-free and microwave irradiation. The fluorinated propargylamines were then further transformed to chalcones or quinoline derivatives respectively depending on the different structures of propargylamines. [Display omitted] ► A one-pot solvent-free microwave irradiation reaction was investigated. ► A series of fluorinated propargylamines have been synthesized. ► The products were further transformed to chalcones or quinolines. ► The possible mechanism was proposed. A series of fluorinated propargylamines have been synthesized from the one-pot three-component reaction of fluorobenzaldehyde, aniline and phenylacetylene under solvent-free and microwave irradiation. The fluorinated propargylamines were then further transformed to chalcones or quinoline derivatives respectively depending on the different structures of propargylamines.
ISSN:0022-1139
1873-3328
DOI:10.1016/j.jfluchem.2011.08.005