Nucleophilic halogenation of imidazole N-oxides

Adiulin Evgeny I.; Kutasevich Anton V.; Mityanov Vitaly S.; Tkach Iosif I.; Koldaeva Tatyana Yu.

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Nucleophilic halogenation of imidazole N-oxides

机译：咪唑N-氧化物的亲核卤化

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A convenient method of accessing imidazole 2-halo derivatives is proposed, comprising O-acylation of imidazole N-oxide fluoroborate complexes with tosyl halogenides which further undergo cine-substitution of 3-tosyl group with a halogen anion. In conjunction with a previously proposed method of synthesizing N-oxides of 2-unsubstituted 1-arylimidazoles this method enables one to substantially expand the range of accessible compounds.

机译：提出了一种方便的获得咪唑2-卤代衍生物的方法，该方法包括将咪唑N-氧化物氟硼酸酯络合物与甲苯磺酰基卤化物进行O-酰化，所述甲苯磺酰卤化物进一步被3-甲苯磺酰基用卤素阴离子进行电影取代。结合先前提出的合成2-未取代的1-芳基咪唑的N-氧化物的方法，该方法使人们能够充分扩展可及化合物的范围。

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《Chemistry of heterocyclic compounds》 |2015年第5期|共3页
作者
Adiulin Evgeny I.; Kutasevich Anton V.; Mityanov Vitaly S.; Tkach Iosif I.; Koldaeva Tatyana Yu.;
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正文语种 eng
中图分类杂环化合物;
关键词
haloimidazoles; imidazoles; imidazole N-oxides; tosyl bromide; tosyl chloride; nucleophilic cine-substitution;

机译：卤代咪唑;咪唑;N-咪唑氧化物;甲苯磺酰溴;甲苯磺酰氯;亲核电影取代;

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专利

1. Nucleophilic halogenation of imidazole N-oxides [J] . Adiulin Evgeny I., Kutasevich Anton V., Mityanov Vitaly S., Chemistry of heterocyclic compounds . 2015,第5期

机译：咪唑N-氧化物的亲核卤化
2. Relative Nucleophilic Reactivity of Pyridines and Pyridine N-Oxides (Supernucleophilicity of Pyridine N-Oxides) [J] . V. P. Andreev Russian Journal of Organic Chemistry . 2009,第7期

机译：吡啶和吡啶N-氧化物的相对亲核反应性（吡啶N-氧化物的超亲核性）
3. Synthesis of highly functional imidazole derivatives via assembly of 2-unsubstituted imidazole N-oxides with CH-acids and arylglyoxals [J] . Perevalov Valery P., Mityanov Vitaly S., Lichitsky Boris V, Tetrahedron . 2020,第8期

机译：用CH-酸和芳基甘氨酸组装2-未取代的咪唑N-氧化物的合成高官能咪唑衍生物
4. Exploration of 4,5-dimethyl-1H-imidazole N-oxide derivatives in the synthesis of new achiral and chiral ionic liquids [C] . Grzegorz Mloston, Jaroslaw Romanski, Marcin Jasinski European Symposium on Organic Chemistry . 2009

机译：4,5-二甲基-1H-咪唑N-氧化物衍生物在新型成立和手性离子液体合成中的探索
5. A STUDY OF THE ACIDITY AND COMPLEXING PROPERTIES OF NITRILOTRIACETIC ACID N-OXIDE, ETHYLENE DIAMINETETRAACETIC ACID N,N'-DIOXIDE, DIPICOLINIC ACID N-OXIDE, AND 8-HYDROXYQUINOLINE-5-SULFONIC ACID N-OXIDE IN AQUEOUS SOLUTION. [D] . FREYER, LARRY EUGENE. 1975

机译：水溶液中亚硝基三乙酸N-氧化物，乙烯二胺基乙酸N，N'-二氧化物，双吡啶甲酸N-氧化物和8-羟基喹啉-5-磺酸磺酸的酸及其络合性能的研究。
6. Synthetic and Theoretical Investigation on One-Pot Halogenation of β-Amino Alcohols and Nucleophilic Ring Opening of Aziridinium Ions [O] . Yunwei Chen, Xiang Sun, Ningjie Wu, -1

机译：β-氨基醇一锅法卤代反应和氮丙啶鎓离子亲核开环的合成和理论研究
7. Towards New Imidazole-2-Thione-Based Organocatalysts; Sulfur Transfer Vs. Deoxygenation in the Reaction of Imidazole N-Oxides and Cycloaliphatic Thioketones [O] . Rygielska-Tokarska, Dorota, Jasinski, Marcin, Mloston, Grzegorz, 2013

机译：面向新型的基于咪唑-2-亚硫基的有机催化剂；硫转移比。咪唑N-氧化物与脂环族锡酮反应中的脱氧
8. Imidazole-Functionalized Phosphatidylcholine Derivative: Nucleophilic Vesicles with Adjustable Reactivity [R] . Moss, R. A., Scrimin, P., Bhattacharya, S., 1987

机译：咪唑功能化磷脂酰胆碱衍生物：具有可调节反应性的亲核囊泡

Nucleophilic halogenation of imidazole N-oxides

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