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AgOTf‐Catalyzed Aza‐Diels–Alder Reactions of Danishefsky's Diene with Imines in Water
Author(s) -
Loncaric Catherine,
Manabe Kei,
Kobayashi Shū
Publication year - 2003
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/adsc.200390052
Subject(s) - chemistry , diene , trifluoromethanesulfonate , catalysis , benzaldehyde , ionic bonding , organic chemistry , polymer chemistry , ion , natural rubber
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.