Iron-Catalyzed Dehydrogenative [4 + 2] Cycloaddition of Tertiary Anilines and Enamides for the Synthesis of Tetrahydroquinolines with Amido-Substituted Quaternary Carbon Centers

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• 作者：Mi-Na Zhao ; Le Yu ; Rong-Rong Hui ; Zhi-Hui Ren ; Yao-Yu Wang ; Zheng-Hui Guan
• 刊名：ACS Catalysis
• 出版年：2016
• 出版时间：June 3, 2016
• 年：2016
• 卷：6
• 期：6
• 页码：3473-3477
• 全文大小：462K
• 年卷期：0
• ISSN：2155-5435

文摘

An iron-catalyzed dehydrogenative [4 + 2] cycloaddition reaction of tertiary anilines and enamides for the synthesis of tetrahydroquinolines with amido-substituted quaternary carbon centers has been developed. The reaction proceeds through iron-catalyzed dehydrogenation of tertiary anilines followed by nucleophilic addition/intramolecular cyclization with enamides to afford tetrahydroquinolines with amido-substituted quaternary carbon centers in good yields. The reaction tolerates a wide range of functional groups and proceeds under mild conditions. The mechanism for the dehydrogenative [4 + 2] cycloaddition has been confirmed by DFT calculations.