[1 + 2 + 3] 环化反应作为吲哚并[3,2 - b]咔唑的通用合成方法：马拉塞齐唑C的合成
[1 + 2 + 3] Annulation as a General Access to Indolo[3,2- b]carbazoles: Synthesis of Malasseziazole C.
作者信息
Dong Jinhuan, Zhang Dawei, Men Yang, Zhang Xueming, Hu Zhongyan, Xu Xianxiu
机构信息
College of Chemistry, Chemical Engineering and Materials Science, Collaborative Innovation Center of Functionalized Probes for Chemical Imaging in Universities of Shandong, Key Laboratory of Molecular and Nano Probes, Ministry of Education, Institute of Molecular and Nano Science , Shandong Normal University , Jinan 250014 , China.
College of Chemistry , Jilin University , Changchun 130012 , China.
出版信息
Org Lett. 2019 Jan 4;21(1):166-169. doi: 10.1021/acs.orglett.8b03646. Epub 2018 Dec 20.
A formal [1 + 2 + 3] annulation of methyleneindolinones with o-alkenyl arylisocyanides has been developed for the general and efficient synthesis of both symmetrical and unsymmetrical indolo[3,2- b]carbazoles. The chemoselectivity of this domino reaction was tuned by a tethered alkenyl group, which enables successive formation of three new bonds and two rings from readily accessible starting materials in a single operation. Furthermore, this methodology was used as a key step in the synthesis of the alkaloid malasseziazole C.
已开发出一种亚甲基吲哚酮与邻烯基芳基异氰化物的形式上的[1 + 2 + 3]环化反应，用于对称和不对称吲哚并[3,2 - b]咔唑的通用高效合成。该多米诺反应的化学选择性通过一个连接的烯基进行调控，这使得能够在一次操作中从易于获得的起始原料连续形成三个新键和两个环。此外，该方法被用作生物碱马拉塞齐唑C合成中的关键步骤。
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