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硒二卤化物点击化学:炔烃的高立体选择性加成及双(-2-卤代乙烯基)硒化物谷胱甘肽过氧化物酶样活性的评价。

Selenium Dihalides Click Chemistry: Highly Efficient Stereoselective Addition to Alkynes and Evaluation of Glutathione Peroxidase-Like Activity of Bis(-2-halovinyl) Selenides.

机构信息

A. E. Favorsky Irkutsk Institute of Chemistry, Siberian Division of The Russian Academy of Sciences, 1 Favorsky Str., 664033 Irkutsk, Russia.

出版信息

Molecules. 2022 Feb 3;27(3):1050. doi: 10.3390/molecules27031050.

Abstract

Highly efficient stereoselective syntheses of novel bis(-2-chlorovinyl) selenides and bis(-2-bromovinyl) selenides in quantitative yields by reactions of selenium dichloride and dibromide with alkynes were developed. The reactions proceeded at room temperature as -addition giving products exclusively with ()-stereochemistry. The glutathione peroxidase-like activity of the obtained products was estimated and compounds with high activity were found. The influence of substituents in the products on their glutathione peroxidase-like activity was discussed.

摘要

通过二氯化硒和二溴化硒与炔烃的反应,以定量产率高效立体选择性合成了新型双(-2-氯乙烯基)硒醚和双(-2-溴乙烯基)硒醚。反应在室温下进行,为 -加成,仅生成具有 ()-立体化学的产物。对所得产物的谷胱甘肽过氧化物酶样活性进行了估计,并发现了具有高活性的化合物。讨论了产物中取代基对其谷胱甘肽过氧化物酶样活性的影响。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/bf40/8838769/4331e1e38750/molecules-27-01050-sch001.jpg

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