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Five-membered 2,3-dioxo heterocycles: XCII. Reaction of 3-aroyl-1H-pyrrolo[2,1-c][1,4]benzoxazine-1,2,4-triones with ethyl (2Z)-(3,3-dimethyl-8-oxo-2-azaspiro[4.5]deca-6,9-dien-1-ylidene)ethanoate. Synthesis of bridged analogs of pyrrolizidine alkaloids |
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| Authors: | V V Konovalova O G Stryapunina Yu V Shklyaev P A Slepukhin A N Maslivets |
| Institution: | 1245. Institute of Technical Chemistry, Ural Branch, Russian Academy of Sciences, Perm, Russia 2245. Postovskii Institute of Organic Synthesis, Ural Branch, Russian Academy of Sciences, Yekaterinburg, Russia 3245. Perm State National Research University, ul. Bukireva 15, Perm, 614990, Russia |
| Abstract: | 3-Aroyl-1H-pyrrolo2,1-c]1,4]benzoxazine-1,2,4-triones reacted with ethyl (2Z)-(3,3-dimethyl-8-oxo-2-azaspiro4.5]deca-6,9-dien-1-ylidene)acetate to give ethyl 6′-aryl-2′-(2-hydroxyphenyl)-11′,11′-dimethyl-3′,4,4′,13′-tetraoxospiro2,5-cyclohexadiene-1,9′-(7′-oxa-2′,12′-diazatetracyclo6.5.1.01,5.08,12]tetradec-5′-ene)]-14′-carboxylates whose structure was confirmed by X-ray analysis. The products may be regarded as bridged analogs of pyrrolizidine alkaloids, 7′-oxa-2′,12′-diazatetracyclo6.5.1.01,5.08,12]tetradecanes. |
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