Metal-free visible-light induced cyclization/substitution cascade reaction of alkyne-tethered cyclohexadienones and diselenides: access to 5-hydroxy-3-selenyl-4a,8a-dihydro-2H-chromen-6(5H)-ones

被引：69
|
作者：
Ma, Xian-Li [1 ]
Wang, Qian [1 ]
Feng, Xi-Yuan [2 ]
Mo, Zu-Yu [2 ]
Pan, Ying-Ming [2 ]
Chen, Yan-Yan [1 ]
Xin, Mao [1 ]
Xu, Yan-Li [1 ]
机构：
[1] Guilin Med Univ, Pharm Sch, Guilin 541004, Peoples R China
[2] Guangxi Normal Univ, Sch Chem & Pharmaceut Sci, State Key Lab Chem & Mol Engn Med Resources, Guilin 541004, Peoples R China
来源：
GREEN CHEMISTRY | 2019年 / 21卷 / 13期
基金：
中国国家自然科学基金;
关键词：
ARYLATIVE CYCLIZATION; BIOLOGICAL EVALUATION; SELENIUM; DERIVATIVES; FUNCTIONALIZATION; ORGANOSELENIUM; CARBOCYCLES; INHIBITION; N-ENYNES; DESIGN;
D O I：
10.1039/c9gc00570f
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
A simple and efficient Se-radical triggered cyclization/substitution cascade reaction of alkyne-tethered cyclohexadienones to afford 5-hydroxy-3-selenyl-4a,8a-dihydro-2H-chromen-6(5H)-ones has been developed. This transformation via the 3,5-diselenyl-4a,8a-dihydro-2H-chromen-6(5H)-one intermediate followed by hydrolysis in the presence of CsOAc affords the desired product 3. The resulting products were tested for their in vitro anticancer activity using MTT assay, and compounds 3e and 3q showed potent cancer cell-growth inhibition activities.
引用
收藏
页码：3547 / 3551
页数：5
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