2-芳基-1-羟基-4-甲基-1H-咪唑-5-羧酸乙酯与苄基卤化物的烷基化反应

IF 0.8 4区化学 Q4 CHEMISTRY, ORGANIC Russian Journal of Organic Chemistry Pub Date : 2024-04-29 DOI:10.1134/s107042802402009x

P. A. Nikitina, I. A. Os’kina, E. B. Nikolaenkova, E. A. Kulikova, V. S. Miroshnikov, V. P. Perevalov, A. Ya. Tikhonov

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摘要

摘要 2-芳基-1-羟基-4-甲基-1H-咪唑-5-羧酸乙酯与取代的苄基卤化物进行烷基化反应，可选择性地生成 O-烷氧基衍生物。无环起始化合物通过缩合反应得到 N-烷基化产物（1-烷基咪唑 3-氧化物）。在咪唑环 2 位上存在 2-羟基苯基取代基时，咪唑氮上的羟基取代基会发生选择性单烷基化反应。

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Alkylation of Ethyl 2-Aryl-1-hydroxy-4-methyl-1H-imidazole-5-carboxylates with Benzyl Halides

Abstract

The alkylation of ethyl 2-aryl-1-hydroxy-4-methyl-1H-imidazole-5-carboxylates with substituted benzyl halides resulted in the selective formation of O-alkoxy derivatives. N-Alkylation products (1-alkylimidazole 3-oxides) were obtained by the condensation reaction from acyclic starting compounds. In the presence of the 2-hydroxyphenyl substituent in the 2-position of the imidazole ring, selective monoalkylation involving the hydroxyl substituent on the imidazole nitrogen takes place.

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来源期刊

Russian Journal of Organic Chemistry 化学-有机化学

CiteScore

1.40

自引率

25.00%

发文量

139

审稿时长

3-6 weeks

期刊介绍： Russian Journal of Organic Chemistry is an international peer reviewed journal that covers all aspects of modern organic chemistry including organic synthesis, theoretical organic chemistry, structure and mechanism, and the application of organometallic compounds in organic synthesis.