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首页> 外文期刊>Chemistry of heterocyclic compounds >Different behavior of azomethine ylides derived from 11H-indeno[1,2-b]quinoxalin-11-one and proline/sarcosine in reactions with 3-nitro-2H-chromenes
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Different behavior of azomethine ylides derived from 11H-indeno[1,2-b]quinoxalin-11-one and proline/sarcosine in reactions with 3-nitro-2H-chromenes

机译:唑胺酰胺的不同行为来自11h-茚(1,2-B]喹喔啉-11-一,脯氨酸/肌氨酸与3-硝基-2h-铬的反应

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摘要

(3+2) Cycloaddition of azomethine ylide generated in situ from 11H-indeno[1,2-b]quinoxalin-11-one and proline to 3-nitro-2-trifluoro- (trichloro)methyl- and 3-nitro-2-phenyl-2H-chromenes upon heating in EtOH proceeded regio- and stereoselectively, resulting in the formation of spiro[chromeno[3,4-a]pyrrolizine-11,11'-indeno[1,2-b]quinoxalines]. An analogous reaction using ylide derived from sarcosine under the conditions of kinetic control led to preferential formation of diastereomeric spiro[chromeno[3,4-c]pyrrolidine-3,11'-indeno[1,2-b]quinoxalines] with different configuration of the spiro atom, which were transformed upon heating in DMSO into the thermodynamically more stable spiro[chromeno[3,4-c]pyrrolidine-1,11'-indeno[1,2-b]quinoxalines].
机译:(3 + 2)含氮素ylide的环加成,原位产生11h- indeno [1,2-b]喹喔啉-11-one和脯氨酸至3-硝基-2-三氟 - (三氯)甲基 - 和3-nitro-2 - 苯基-2H-色度在EtOH中加热时进行,导致螺旋[Chromeno [3,4-A]吡咯嗪-11,111'-Indeno [1,2-B]喹喔啉的形成。 在动力学控制条件下使用ylide衍生自肌氨酸的类似反应,其具有不同的构型肌肉螺纹[Chromeno [3,4-C]吡咯烷-3,11'-Indeno [1,2-B]喹喔啉]优先形成 螺旋原子,在DMSO中加热时转化为热力学上更稳定的螺旋[Chromeno [3,4-C]吡咯烷-1,11'-Indeno [1,2-B]喹喔啉]。

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