Synthesis of Dispiro[indeno[1,2-b]quinoxaline] Derivatives Via 1,3-Dipolar Cycloaddition Reactions

Russian Journal of Organic Chemistry(2021)

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摘要
1,3-Dipolar cycloadditions of (E)-7-(arylmethylidene)-6,7-dihydroindolizin-8(5H)-one and (E)-2-(arylmethylidene)-2,3-dihydro-1H-pyrrolizin-1-one with azomethine ylide generated in situ by the reaction of 11H-indeno[1,2-b]quinoxalin-11-one and L-proline afforded novel 1′-aryl-5′,5″,6′,6″,7′,7a′-hexa­hydro-1′H,8″H-dispiro[indeno[1,2-b]quinoxaline-11,3′-pyrrolizine-2′,7″-indolizin]-8″-ones and 1′-aryl-5′,6′,7′,7a′-tetrahydro-1′H,1″H,3″H-dispiro[indeno[1,2-b]quinoxaline-11,3′-pyrrolizine-2′,2″-pyrrolizin]-1″-ones, respectively, in moderate to good yields. The structure of the synthesized compounds was thoroughly characterized by NMR, IR, HRMS, and X-ray analysis.
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关键词
11H-indeno[1,2-b]quinoxalin-11-one,L-proline,spiro heterocycles,3-dipolar cycloaddition
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