Activation of Phenyl[(trifluoromethanesulfonyl)imino]-λ3-iodane with Metal Salts in Reactions with Alkenes

IF 0.8 4区 化学 Q4 CHEMISTRY, ORGANIC Russian Journal of Organic Chemistry Pub Date : 2024-11-07 DOI:10.1134/S1070428024090082
A. S. Ganin, I. A. Garagan, M. M. Sobyanina, M. Yu. Moskalik
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Abstract

Effects of different conditions on the reaction of alkenes with phenyl[(trifluoromethanesulfonyl)­imino]-λ3-iodane (PhI=NTf, 1) have been studied. The reaction of PhI=NTf with styrenes in the presence of copper(I) chloride led to the formation of substituted aziridine and bis-trifluorometanesulfonamido derivatives at different ratios. When silver nitrate was used as additive in the same reaction, 1-phenyl-2-(trifluoro­methanesulfonamido)ethyl nitrate was formed. Isomeric amidines were obtained from camphene as substrate in the presence of different activating additives and an oxidant. Potential biological activity of the synthesized compounds was predicted using PASS Online software.

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苯基[(三氟甲烷磺酰基)亚氨基]-λ3-碘与金属盐在烯烃反应中的活化作用
研究了不同条件对烯与苯基[(三氟甲烷磺酰基)亚氨基]-λ3-碘烷(PhI=NTf,1)反应的影响。在氯化铜(I)存在下,PhI=NTf 与苯乙烯反应生成了不同比例的取代氮丙啶和双三氟甲烷磺酰胺衍生物。在同一反应中使用硝酸银作为添加剂时,会生成 1-苯基-2-(三氟甲烷磺酰胺基)硝酸乙酯。在不同的活化添加剂和氧化剂存在下,以莰为底物得到了异构脒。使用 PASS 在线软件对合成化合物的潜在生物活性进行了预测。
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来源期刊
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.
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