Hafnium chloride tetrahydrofuran complex-catalyzed Diels-Alder cycloadditions of 3-ethoxycarbonylcoumarins with 1,3-dienes under solvent-free conditions

Advanced Synthesis and Catalysis

Volumn 348, Issue 3, 2006, Pages 297-300

  Fringuelli, Francesco ^a   Girotti, Rugiada ^a   Pizzo, Ferdinando ^a   Zunino, Ennio ^a   Vaccaro, Luigi ^a  

^a UNIVERSITY OF PERUGIA   (Italy)

Author keywords

Cycloaddition; Diels Alder reaction; Hafnium chloride tetrahydrofuran complex; Lewis acid catalysis; Solvent free conditions

Indexed keywords

EID: 33644592379     PISSN: 16154150     EISSN: None     Source Type: Journal    
DOI: 10.1002/adsc.200505297     Document Type: Article

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53. 4·2 THF proved to be a very efficient catalyst for the Diels-Alder reaction of various α,β-unsaturated carbonyl compounds. For example, by using the protocol reported in this paper, ethyl acrylate, 3-hepten-2-one, and 3-acryloyl-1,3-oxazolidin-2-one reacted with 2,3-dimethyl-1,3-butadiene at 50°C in 15, 12, and 0.5 h, respectively, giving almost complete conversions to the corresponding cycloadducts.