Construction of Tetracyclic 3-Spirooxindole through Cross-Dehydrogenation of Pyridinium: Applications in Facile Synthesis of (+/-)-Corynoxine and (+/-)-Corynoxine B
Xu, Jun1,2; Shao, Li-Dong1; Li, Dashan1,2; Deng, Xu1; Liu, Yu-Chen1,2; Zhao, Qin-Shi1; Xia, Chengfeng1
2014-12-31
发表期刊JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
卷号136期号:52页码:17962-17965
摘要A facile and straightforward method was developed to construct the fused tetracyclic 3-spirooxindole skeleton, which exists widely in natural products. The formation of the tetracyclic 3-spirooxindole structure was achieved through a transition-metal-free intramolecular cross-dehydrogenative coupling of pyridinium, which were formed in situ by the condensation of 3-(2-bromoethyl)indolin-2-one derivatives with 3-substituted pyridines. As examples of the application of this new methodology, two potentially medicinal natural products, (+/-)-corynoxine and (+/-)-corynoxine B, were efficiently synthesized in five scalable steps.
DOI10.1021/ja5121343
收录类别SCI ; IC ; CCR
语种英语
WOS研究方向Chemistry
WOS类目Chemistry, Multidisciplinary
WOS记录号WOS:000347438300018
引用统计
文献类型期刊论文
条目标识符http://ir.kib.ac.cn/handle/151853/20421
专题植物化学与西部植物资源持续利用国家重点实验室
作者单位1.Chinese Acad Sci, Kunming Inst Bot, State Key Lab Phytochem & Plant Resources West Ch, Kunming 650201, Yunnan, Peoples R China
2.Univ Chinese Acad Sci, Beijing 100049, Peoples R China
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Xu, Jun,Shao, Li-Dong,Li, Dashan,et al. Construction of Tetracyclic 3-Spirooxindole through Cross-Dehydrogenation of Pyridinium: Applications in Facile Synthesis of (+/-)-Corynoxine and (+/-)-Corynoxine B[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,2014,136(52):17962-17965.
APA Xu, Jun.,Shao, Li-Dong.,Li, Dashan.,Deng, Xu.,Liu, Yu-Chen.,...&Xia, Chengfeng.(2014).Construction of Tetracyclic 3-Spirooxindole through Cross-Dehydrogenation of Pyridinium: Applications in Facile Synthesis of (+/-)-Corynoxine and (+/-)-Corynoxine B.JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,136(52),17962-17965.
MLA Xu, Jun,et al."Construction of Tetracyclic 3-Spirooxindole through Cross-Dehydrogenation of Pyridinium: Applications in Facile Synthesis of (+/-)-Corynoxine and (+/-)-Corynoxine B".JOURNAL OF THE AMERICAN CHEMICAL SOCIETY 136.52(2014):17962-17965.
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