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首页> 外文期刊>RSC Advances >Precursor directed regioselective synthesis of partially reduced benzo[e]indene through oxidative cyclization and benzo[h]quinolines
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Precursor directed regioselective synthesis of partially reduced benzo[e]indene through oxidative cyclization and benzo[h]quinolines

机译：通过氧化环化和苯并[h]喹啉的前体导向区域选择性合成部分还原的苯并[e]茚

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摘要

We have reported a simple, unprecedented base promoted synthesis of 7-substituted-1-(2-cyano-phenyl/ phenyl)-3-sec amino-4,5-dihydro-1H-benz[e]indene-1,2-dicarbonitriles by reaction of 2-oxo-4-sec amino-5,6-dihydro-2H-benzo[h]chromene-3-carbonitriles and 2-cyanomethyl-benzonitrile/phenylacetonitrile under basic conditions at 100 degrees C. This reaction involves ring opening of 2-oxo-4-sec amino5,6-dihydro-2H-benzo[h]chromene-3-carbonitrile by a carbanion generated in situ from 2-cyanomethylbenzonitrile/phenyl-acetonitrile followed by oxidative cyclization to afford the desired product. Alternatively, reaction of 6-aryl-4-sec amino-2H-pyran-2-one-3-carbonitriles and 2-cyanomethyl-benzonitrile under basic conditions provides functionalized benzo[h]quinolines. The structure of the synthesized compound was confirmed by single crystal X-ray.
机译：我们已经报道了一种简单，前所未有的碱促进7-取代-1-（2-氰基苯基/苯基）-3-仲氨基-4,5-二氢-1H-苯并[e]茚-1,2-的合成方法通过在碱性条件下于100摄氏度下2-氧代-4-秒氨基5,6-二氢-2H-苯并[h]亚甲基-3-腈与2-氰基甲基-苯甲腈/苯基乙腈的反应生成二甲腈。该反应涉及环通过由2-氰基甲基苄腈/苯基乙腈原位产生的碳负离子打开2-氧代-4-秒氨基5,6-二氢-2H-苯并[h]亚甲基-3-甲腈，然后进行氧化环化，得到所需产物。或者，在碱性条件下6-芳基-4-仲氨基-2H-吡喃-2-酮-3-甲腈与2-氰基甲基-苄腈的反应提供官能化的苯并[h]喹啉。通过单晶X射线确认合成的化合物的结构。

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