Diels-Alder Cycloaddition of Azepino[4,5-b]indoles Towards Hydrocarbazole Derivatives and Related Heterocycles
Diels-Alder Cycloaddition of Azepino[4,5-b]indoles Towards Hydrocarbazole Derivatives and Related Heterocycles
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DOI：
10.1002/adsc.202101401
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发表时间：
2022
期刊：
影响因子：
--
通讯作者：
Yongxiang Liu
中科院分区：
文献类型：
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作者：
Fukai Xie;Xiang Li;Liangyu Xu;Jun Ma;Lei Sun;Bo Zhang;Bin Lin;Maosheng Cheng;Yongxiang Liu
An approach to hydrocarbazoles bearing an all-carbon quaternary center at C4a position was.developed via a Brønsted acid-initiated Diels-Alder cycloaddition/retro-aza-Michael addition cascade process.from azepino[4,5-b]indoles and commercially available dienophiles. The method provided a range of.hydrocarbazoles in 63–99% yields. The practicality of this transformation was demonstrated by a scale-up.experiment and various transformations to several hydrocarbazole derivatives and the tetracyclic indoline.scaffold. Moreover, hetero-Diels-Alder cycloadditions of azepino[4,5-b]indoles were explored with 4-phenyl-.3H-1,2,4-triazole-3,5(4H)-dione (PTAD) and 82–99% yields were obtained.
