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Synthesis of 4-(1-Dialkylaminoalkyl)pyrrolo1,2-aquinoxalines

机译:4-(1-二烷基氨基烷基)吡咯并1,2-a喹喔啉的合成

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摘要

The reaction of 1-(2-isocyanophenyl)pyrroles (1),which were readily prepared from commercially available or known 1-92-aminophenyl)pyrroles by formylation in refluxing ethyl formate followed by dehydration with POCl_3/Et_3N in THF,with Eschenmoser's salt (2) proceeded smoothyl at room temperature to give the dimethyl)pyrrolo1,2-aquinoxalin-4-ylmehtyl)ammonium iodides (3) in good yields (74-75). 1-(2-Isocyanophenyl)pyrrole (1a) was also found to react with a range of iminium salts (5) and (7),derived fro secondary amines and aldehydes in the presence of Me_3SiCl/NaI/Et_3N,to give 4-(1-dialkylaminoalkyl)pyrrolo1,2-aquinoxaline derivatives (6),(8),and (9) in isolated yields ranging from 47 to 99.
机译:1-(2-异氰基苯基)吡咯(1)由市售或已知的1-92-氨基苯基)吡咯在回流甲酸乙酯中甲酰化反应,然后用THF中的POCl_3/Et_3N脱水,与Eschenmoser盐(2)在室温下进行平滑反应,得到二甲基)吡咯并[1,2-a]喹喔啉-4-基甲基)碘化铵(3),收率良好(74-75%)。还发现1-(2-异氰基苯基)吡咯(1a)在Me_3SiCl/NaI/Et_3N存在下与一系列亚胺盐(5)和(7)反应,得到4-(1-二烷基氨基烷基)吡咯并[1,2-a]喹喔啉衍生物(6),(8)和(9),分离收率为47%至99%。

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