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Synthesis of Functionally Substituted Bicyclo[4.2.1]nona-2,4-dienes and Bicyclo[4.2.1]nona-2,4,7-trienes by Cobalt(I)-catalyzed [6π + 2π] Cycloaddition of 2-Tropylcyclohexanone
ACS Omega ( IF 3.7 ) Pub Date : 2020-11-24 , DOI: 10.1021/acsomega.0c05072 Gulnara N Kadikova 1 , Lilya U Dzhemileva 1 , Vladimir A D'yakonov 1 , Usein M Dzhemilev 1
ACS Omega ( IF 3.7 ) Pub Date : 2020-11-24 , DOI: 10.1021/acsomega.0c05072 Gulnara N Kadikova 1 , Lilya U Dzhemileva 1 , Vladimir A D'yakonov 1 , Usein M Dzhemilev 1
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The [6π + 2π] cycloaddition of 2-tropylcyclohexanone to allenes and alkynes was accomplished for the first time using the three-component catalytic system Co(acac)2(dppe)/Zn/ZnI2, thus giving previously unknown functionally substituted bicyclo[4.2.1]nona-2,4-dienes and bicyclo[4.2.1]nona-2,4,7-trienes in high yields (70–89%). The structures of the synthesized carbocycles were reliably proved using modern spectral methods and X-ray diffraction. The in vitro cytotoxic activity of the obtained bicyclo[4.2.1]nona-2,4-dienes and bicyclo[4.2.1]nona-2,4,7-trienes against the Jurkat, K562, and U937 tumor cell lines has been studied.
中文翻译：
钴(I)催化2-热带环己酮的[6π + 2π]环加成反应合成功能取代的双环[4.2.1]壬二烯-2,4-二烯和双环[4.2.1]壬二烯-2,4,7-三烯
使用三组分催化体系Co(acac) 2 (dppe)/Zn/ZnI 2首次实现了2-热带环己酮与丙二烯和炔烃的[6π + 2π]环加成，从而得到了以前未知的功能取代双环[6π + 2π]环加成反应。 4.2.1]壬二烯-2,4-二烯和双环[4.2.1]壬二烯-2,4,7-三烯的高收率 (70–89%)。使用现代光谱方法和 X 射线衍射可靠地证明了合成的碳环的结构。获得的双环[4.2.1]nona-2,4-二烯和双环[4.2.1]nona-2,4,7-三烯对Jurkat、K562和U937肿瘤细胞系的体外细胞毒活性已被证实。研究过。
更新日期：2020-12-08
中文翻译：
钴(I)催化2-热带环己酮的[6π + 2π]环加成反应合成功能取代的双环[4.2.1]壬二烯-2,4-二烯和双环[4.2.1]壬二烯-2,4,7-三烯
使用三组分催化体系Co(acac) 2 (dppe)/Zn/ZnI 2首次实现了2-热带环己酮与丙二烯和炔烃的[6π + 2π]环加成，从而得到了以前未知的功能取代双环[6π + 2π]环加成反应。 4.2.1]壬二烯-2,4-二烯和双环[4.2.1]壬二烯-2,4,7-三烯的高收率 (70–89%)。使用现代光谱方法和 X 射线衍射可靠地证明了合成的碳环的结构。获得的双环[4.2.1]nona-2,4-二烯和双环[4.2.1]nona-2,4,7-三烯对Jurkat、K562和U937肿瘤细胞系的体外细胞毒活性已被证实。研究过。
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