Synthesis of 2-Alkoxy(aroxy)-3-substituted Quinolines by DABCO-Promoted Cyclization of o-Alkynylaryl Isocyanides

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• 作者：Jiaji Zhao ; Changlan Peng ; Lanying Liu ; Yong Wang ; Qiang Zhu
• 刊名：Journal of Organic Chemistry
• 出版年：2010
• 出版时间：November 5, 2010
• 年：2010
• 卷：75
• 期：21
• 页码：7502-7504
• 全文大小：720K
• 年卷期：v.75,no.21(November 5, 2010)
• ISSN：1520-6904

文摘

Diversified 2-alkoxy- and 2-aroxy-3-substituted quinolines were synthesized from o-alkynylaryl isocyanides and alcohols and phenols promoted by DABCO, respectively. The reaction was initiated by nucleophilic addition of DABCO to isocyanide and subsequent cycliztion, leading to a DABCO-quinoline-based adduct as the reactive intermediate, followed by substitution of the DABCO moiety with oxygenated nucleophiles.