ISSN:
0021-8383
Keywords:
Chemistry
;
Organic Chemistry
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
Reaction of (Z/E)-1-Aryl-4-arylmethylene-pyrrolidine-2,3,5-triones with Enaminocarbonyl CompoundsTreatment of the α, β-unsaturated ketones (Z/E)-1a-e with alicyclic or aliphatic enamines afforded cyclic Michael adducts 2 and 3a-e, respectively. By dehydration of the N,O-hemiacetals 3b-d the corresponding 1,4-dihydropyridines 4a-c were obtained.The acid-catalyzed reaction of aminosubstituted maleimides with (Z/E)-1e, aldehydes or indan-1,2,3-trione led to 5a-c, 6a-c, 7a-c and 8. O-Methylation of the aryl-bis(maleinimidyl)methanes 5c, 6c by using diazomethane gave 5d, 6d, whereas 5a cyclized spontaneously to the 1,4-dihydropyridine 9a. Further 1,4-dihydropyridines were prepared by cyclocondensation of 6a, b in the presence of ammonium acetate and oxidized to the pyridine derivative 10.
Additional Material:
5 Tab.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/prac.19873290606
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