102267-84-5Relevant academic research and scientific papers
Diels-Alder cycloaddition reactions of αβ-unsaturated aldehyde acylhydrazones
Allcock,Gilchrist,King
, p. 125 - 128 (1991)
Acylhydrazones derived from N-methyl-N-pent-4-enoylhydrazine or N-methyl-N-pent-4-ynoylhydrazine and αβ-unsaturated aldehydes undergo intramolecular Diels-Aldler reactions at elevated temperatures. An intermolecular counterpart, the addition of methacrole
Intramolecular and intermolecular Diels-Alder reactions of acylhydrazones derived from methacrolein and ethylacrolein
Allcock,Gilchrist,Shuttleworth,King
, p. 10053 - 10064 (2007/10/02)
The intramolecular Diels-Alder reactions of hydrazones derived from methacrolein or ethylacrolein and terminally unsaturated N-acyl-N-methylhydrazines have been investigated. The hydrazones 7b and 7c derived from N-methyl-N-pent-4-enoylhydrazine 3b were found to undergo intramolecular [4 + 2] cycloaddition above 140°C and the pyridopyridazones 12 were isolated. The corresponding hydrazones 8b and 8c from N-methyl N-pent-4-ynoylhydrazone 4a reacted similarly and gave as the final products the pyridines 13. The scope of the reaction is limited, as was shown by the failure of several other terminally unsaturated hydrazones of αβ-unsaturated aldehydes to undergo intramolecular cycloaddition. These hydrazones did, however, undergo intermolecular [4 + 2] cycloaddition to N-phenylmaleimide. Other hydrazones 15 of methacrolein, including the benzoylhydrazone and the phenylhydrazone, also reacted with N-phenylmaleimide to give the pyridine 14b by way of an isolable dihydropyridine 16.
-Cycloadditionen von α,β-ungesaettigten Hydrazonen. Teil 1. Pyridin-2,3-dicarboximide aus 1-(Dimethylamino)-1,4-dihydropyridin-Derivaten
Waldner, Adrian
, p. 486 - 492 (2007/10/02)
Cycloadditions of α,β-Unsaturated Hydrazones to Pyridine-2,3-dicarboximides via 1-(Dimethylamino)-1,4-dihydropyridine Derivatives.The cycloaddition of α,β-unsaturated hydrazones of type 1 (1-aza-1,3-butadienes) with 2-halogenomaleimides 4 affor
