Total Synthesis of Dictyodendrins A-F by the Gold-Catalyzed Cascade Cyclization of Conjugated Diyne with Pyrrole

被引:1
|
作者
Matsuoka, Junpei
Inuki, Shinsuke
Matsuda, Yuka
Miyamoto, Yoichi
Otani, Mayumi
Oka, Masahiro
Oishi, Shinya
Ohno, Hiroaki
机构
[1] Graduate School of Pharmaceutical Sciences, Kyoto University, Sakyo-ku, 606-8501, Kyoto
[2] National Institutes of Biomedical Innovation, Health and Nutrition (NIBIOHN), 7-6-8 Saito-Asagi, Ibaraki, Osaka
关键词
cascade reactions; conjugated diyne; dictyodendrins; gold catalysts; pyrrolocarbazole;
D O I
10.1002/chem.202002563
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The total synthesis of dictyodendrins A-F was achieved by using the gold(I)-catalyzed annulation of a conjugated diyne with N-Boc-pyrrole for direct construction of the pyrrolo[2,3-c]carbazole scaffold. Late-stage functionalization of the resulting pyrrolo[2,3-c]carbazole to introduce various substituents provided divergent access to dictyodendrins. Some dictyodendrin analogues exhibited inhibitory activities toward CDK2/CycA2 and GSK3. © 2020 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.
引用
收藏
页码:11064 / 11064
页数:1
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