The Benzoyl Peroxide Promoted Dual C鈥揅 Bond Formation via Dual C鈥揌 Bond Cleavage: 伪-Phenanthridinylation of Ether by Isocyanide

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• 作者：Lei Wang ; Wanxing Sha ; Qiang Dai ; Xiaomei Feng ; Wenting Wu ; Haibo Peng ; Bin Chen ; Jiang Cheng
• 刊名：Organic Letters
• 出版年：2014
• 出版时间：April 18, 2014
• 年：2014
• 卷：16
• 期：8
• 页码：2088-2091
• 全文大小：347K
• 年卷期：v.16,no.8(April 18, 2014)
• ISSN：1523-7052

文摘

The benzoyl peroxide-promoted 伪-phenanthridinylation of ether by isocyanide is developed, proceeding through dual C鈥揌 bond cleavage and dual C鈥揅 bond formation. The procedure tolerates a series of functional groups, such as methyl, fluoro, chloro, acetyl, methoxy carbonyl, cyano, and trifluoromethyl. Thus, it represents a facile pathway leading to 6-substituted phenanthridine derivatives. The addition of radical to the isonitrile followed by a radical aromatic cyclization is involved in this transformation.