Iodine-Mediated Cascade Cyclization of Enediynes to Iodinated Benzo[a]carbazoles

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• 作者：Chin-Chau Chen ; Shyh-Chyun Yang ; Ming-Jung Wu
• 刊名：Journal of Organic Chemistry
• 出版年：2011
• 出版时间：December 16, 2011
• 年：2011
• 卷：76
• 期：24
• 页码：10269-10274
• 全文大小：272K
• 年卷期：v.76,no.24(December 16, 2011)
• ISSN：1520-6904

文摘

Treatment of N,N-dimethyl 2-[2-(2-ethynylphenyl)ethynyl]anilines (1) with 1.2 equiv of iodine in CH₂Cl₂ gave benzo[a]carbazoles (2) in good yields. Mechanistic studies showed this reaction must go through the haloindole (3) followed by iodonium ion catalyzed atom-transfer cyclization reaction to give the benzo[a]carbazoles.