Synthesis of pyrrolo-[2,1-j]quinolone framework via intramolecular electrophilic ipso-cyclization

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• 作者：Lila Low-Beinart ; Xiaohan Sun ; Eli Sidman ; Tanay Kesharwani ; ^{tkesharw@bard.edu}
• 关键词：Electrophilic cyclization ; Iodocyclization ; Intramolecular ipso-cyclization ; 1H-Pyrrolo-[2 ; 1-j]quinolone
• 刊名：Tetrahedron Letters
• 出版年：2013
• 出版时间：13 March, 2013
• 年：2013
• 卷：54
• 期：11
• 页码：1344-1347
• 全文大小：1543 K

文摘

The challenging pyrrolo-[2,1-j]quinolone core structure has been synthesized from N-(alkynoyl)-6-methoxytetrahydroquinoline in good yields using electrophilic cyclization as the key step. These reactions require simple starting materials and mild reaction conditions. In addition, we have demonstrated that the iodine moiety, which could be easily introduced in the final step, is very useful for further functionalization by employing various palladium-catalyzed cross-coupling reactions.