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Synthesis of 2-Methyl-1-[(5-methylfuran-2-yl)methyl]- and 2-Methyl-1-[(5-methylpyrrol-2-yl)methyl]-1 H -benzimidazoles
Chemistry of Heterocyclic Compounds ( IF 1.4 ) Pub Date : 2013-11-30 , DOI: 10.1007/s10593-013-1374-2 T. A. Stroganova , V. M. Red’kin , G. A. Kovalenko , V. K. Vasilin , G. D. Krapivin
Chemistry of Heterocyclic Compounds ( IF 1.4 ) Pub Date : 2013-11-30 , DOI: 10.1007/s10593-013-1374-2 T. A. Stroganova , V. M. Red’kin , G. A. Kovalenko , V. K. Vasilin , G. D. Krapivin
A method for the synthesis of 2-methyl-1-[(5-methylfuran-2-yl)methyl]-1H-benzimidazoles based on the intramolecular cyclization of vicinal N-[(5-methylfuran-2-yl)methyl]aminoanilides has been developed. A study was carried out on the protolytic opening of the furan ring leading to the formation of a diketone fragment, which was then used for the formation of N-substituted pyrrole ring by the Paal–Knorr method. The effect of the nature of the amine on the cyclization was demonstrated.
中文翻译:
2-甲基-1-[[(5-甲基呋喃-2-基)甲基]-和2-甲基-1-[(5-甲基吡咯-2-基)甲基] -1 H-苯并咪唑的合成
基于邻位N -[(5-甲基呋喃-2-基)甲基]的分子内环化合成2-甲基-1-[((5-甲基呋喃-2-基)甲基] -1 H-苯并咪唑的方法已开发出氨基苯胺。对呋喃环的蛋白水解开环导致二酮片段的形成进行了研究,然后通过Paal–Knorr方法将其用于N取代的吡咯环的形成。证明了胺的性质对环化的影响。
更新日期:2013-11-30
中文翻译:
2-甲基-1-[[(5-甲基呋喃-2-基)甲基]-和2-甲基-1-[(5-甲基吡咯-2-基)甲基] -1 H-苯并咪唑的合成
基于邻位N -[(5-甲基呋喃-2-基)甲基]的分子内环化合成2-甲基-1-[((5-甲基呋喃-2-基)甲基] -1 H-苯并咪唑的方法已开发出氨基苯胺。对呋喃环的蛋白水解开环导致二酮片段的形成进行了研究,然后通过Paal–Knorr方法将其用于N取代的吡咯环的形成。证明了胺的性质对环化的影响。