Abstract

An efficient iron/acetic acid system-mediated reductive cyclization reaction of substituted 2-aryl-3-nitro-2H-chromenes with substituted 2-nitrobenzaldehydes for the synthesis of 6-aryl-6H-chromeno[3,4-b]quinolines was developed. This reaction involves the sequential reduction, hydrolysis, aldol condensation, intramolecular addition, and the nucleophilic addition of substituted 2-aryl-3-nitro-2H-chromenes with substituted 2-nitrobenzaldehydes to give the corresponding 6H-chromeno[3,4-b]quinolines. This transformation provides a straightforward synthetic protocol for constructing substituted 6H-chromeno[3,4-b]quinoline derivatives. The structures of three typical products were confirmed by X-ray crystallography.

An efficient iron/acetic acid system-mediated reductive cyclization reaction of substituted 2-aryl-3-nitro-2H-chromenes with substituted 2-nitrobenzaldehydes for the synthesis of 6-aryl-6H-chromeno[3,4-b]quinolines was developed. This reaction involves the sequential reduction, hydrolysis, aldol condensation, intramolecular addition, and the nucleophilic addition of substituted 2-aryl-3-nitro-2H-chromenes with substituted 2-nitrobenzaldehydes to give the corresponding 6H-chromeno[3,4-b]quinolines. This transformation provides a straightforward synthetic protocol for constructing substituted 6H-chromeno[3,4-b]quinoline derivatives. The structures of three typical products were confirmed by X-ray crystallography.

中文翻译：

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Fe / AcOH体系介导的3-硝基-2H-色烯和2-硝基苯甲醛取代基直接合成6H-Chromeno [3,4-b]喹啉-6-醇衍生物

摘要

取代的2-芳基-3-硝基-2 H-色烯与取代的2-硝基苯甲醛的高效铁/乙酸体系介导的还原环化反应，用于合成6-芳基-6 H-色酚[3,4- b ]喹啉被开发出来。该反应包括顺序地还原，水解，羟醛缩合，分子内加成以及取代的2-芳基-3-硝基-2 H-色烯与取代的2-硝基苯甲醛的亲核加成反应，得到相应的6 H -chromeno [3,4 - b〕喹啉。该转化为构建取代的6 H -chromeno [3,4- b]喹啉衍生物。通过X射线晶体学证实了三种典型产物的结构。

取代的2-芳基-3-硝基-2 H-色烯与取代的2-硝基苯甲醛的高效铁/乙酸体系介导的还原环化反应，用于合成6-芳基-6 H-色酚[3,4- b ]喹啉被开发出来。该反应包括顺序地还原，水解，羟醛缩合，分子内加成以及取代的2-芳基-3-硝基-2 H-色烯与取代的2-硝基苯甲醛的亲核加成反应，得到相应的6 H -chromeno [3,4 - b〕喹啉。该转化为构建取代的6 H -chromeno [3,4- b]喹啉衍生物。通过X射线晶体学证实了三种典型产物的结构。