4.7 Article

AgOTf-catalyzed aza-Diels-Alder reactions of Danishefsky's diene with imines in water

Journal

ADVANCED SYNTHESIS & CATALYSIS
Volume 345, Issue 4, Pages 475-477

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/adsc.200390052

Keywords

aqueous reaction; aza-Diels-Alder reaction; Lewis acid; silver triflate; water

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Aza-Diels-Alder reactions of Danishefsky's diene with imines in water took place smoothly in the presence of a catalytic amount of silver triflate to afford dihydro-4-pyridones in high yields. The silver triflate-catalyzed three-component reactions starting from aldehydes, amines, and Danishefsky's diene were also performed efficiently. In the three-component reactions with benzaldehyde, the addition of a non-ionic surfactant was found to be effective.

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