Regio- and Stereoselective 1,3-dipolar Cycloaddition of Azomethine Ylides Based on Isatins and (thia)proline to 3-nitro-2-(trifluoro(trichloro)methyl)-2H-chromenes: Synthesis and Cytotoxic Activity of 6-(trihalomethyl)-spiro[chromeno(thia)pyrrolizidine-11,3'-indolin]-2'-ones

被引：0
作者：
Igor B. Kutyashev
Maria V. Ulitko
Alexey Yu. Barkov
Nikolay S. Zimnitskiy
Vladislav Yu. Korotaev
Vyacheslav Ya. Sosnovskikh
机构：
[1] Institute of Natural Sciences and Mathematics of Ural Federal University,
来源：
Chemistry of Heterocyclic Compounds | 2021年 / 57卷
关键词：
azomethine ylides; isatins; 3-nitro-2-(trihalomethyl)-2; -chromene; L-proline; spiro[chromeno(thia)pyrrolizidine-oxindoles]; L-thiaproline; cytotoxic activity; 1,3-dipolar cycloaddition;
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摘要：
A regio- and stereoselective method for the synthesis of (trifluoro(trichloro)methyl)-substituted spiro[chromeno(thia)pyrrolizidineoxindoles] in 53–97% yields was developed on the basis of the three-component reaction of 3-nitro-2-(trifluoro(trichloro)methyl)-2Hchromenes with azomethine ylides generated in situ from isatins and L-(thia)proline in EtOH at 30°C. The obtained compounds demonstrated high cytotoxic activity against HeLa human cervical cancer and RD human embryonic rhabdomyosarcoma cells.
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页码：751 / 763
页数：12
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