Synthesis of Phenanthridines through Palladium-Catalyzed Cascade Reaction of 2-Halo-N-Ms-arylamines with Benzyl Halides/Sulfonates

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• 作者：Si-Yi Yang ; Wen-Yong Han ; Ding-Lei Zhang ; Xiao-Jian Zhou ; Mei Bai ; Bao-Dong Cui ; Nan-Wei Wan ; Wei-Cheng Yuan and Yong-Zheng Chen
• 刊名：European Journal of Organic Chemistry
• 出版年：2017
• 出版时间：February 03, 2017
• 年：2017
• 卷：2017
• 期：5
• 页码：996-1003
• 全文大小：1166K
• ISSN：1099-0690

文摘

An efficient palladium-catalyzed nucleophilic substitution/C–H activation/aromatization cascade reaction between readily available 2-halo-N-Ms-arylamines (Ms = methanesulfonyl) and benzyl halides/sulfonates has been described. A wide variety of phenanthridines were synthesized in a one-pot fashion in moderate to high yields (37–86 %). Notably, this method provides a straightforward, facile approach for the synthesis of phenanthridines. The practicality was further substantiated by successfully carrying out a gram-scale preparation.