Article

Copper-catalyzed multicomponent reaction: synthesis of 4-arylsulfonylimino-4,5-dihydrofuran derivatives.

Key Laboratory of Functional Molecular Solids, Ministry of Education, Anhui Key Laboratory of Molecule-Based Materials, College of Chemistry and Materials Science, Anhui Normal University, Wuhu 241000, People's Republic of China.
The Journal of Organic Chemistry (impact factor: 4.45). 08/2010; 75(16):5743-5. DOI:10.1021/jo1010075 pp.5743-5
Source: PubMed

ABSTRACT A series of 4-arylsulfonylimino-4,5-dihydrofurans (14 examples) were efficiently synthesized in good to excellent yields by using the copper-catalyzed three-component reaction between sulfonyl azides, phenylacetylene, and beta-ketoesters in tetrahydrofuran (THF) at 40 degrees C for 8 h in the presence of triethylamine (TEA). A plausible mechanism for this process is proposed.

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Keywords

14 examples
 
40 degrees C
 
beta-ketoesters
 
copper-catalyzed three-component reaction
 
plausible mechanism
 
sulfonyl azides
 
triethylamine
 

Yongjia Shang