Copper-Catalyzed Radical Cyclization To Access 3-Hydroxypyrroloindoline: Biomimetic Synthesis of Protubonine A

详细信息    查看全文

• 作者：Xu Deng ; Kangjiang Liang ; Xiaogang Tong ; Ming Ding ; Dashan Li ; Chengfeng Xia
• 刊名：Organic Letters
• 出版年：2014
• 出版时间：June 20, 2014
• 年：2014
• 卷：16
• 期：12
• 页码：3276-3279
• 全文大小：333K
• 年卷期：v.16,no.12(June 20, 2014)
• ISSN：1523-7052

文摘

An unprecedented copper-catalyzed intramolecular radical cyclization was developed for the synthesis of 3-hydroxypyrroloindoline skeletons in excellent yields. The 3-hydroxyl group was introduced by trapping the radical intermediate with molecular oxygen or TEMPO. This process represents a unique radical oxidation pathway for tryptamine/tryptophan derivatives and allows a rapid biomimetic synthesis of natural product protubonine A.