This work reports new annulations of N-aryl ynamides with benzisoxazoles to form 6H-indolo[2,3-b]quinoline derivatives. The synthetic utility of this new method is manifested by its applicability to access naturally occurring alkaloids including norcryptotackeine, neocryptolepine and 11-methylneocryptol-epine. Our experimental data indicate that high-temperature conditions allow N-aryl nucleophiles to become conformationally flexible, rendering the attack at gold carbenes effective to generate reactive indoles that attack again the benzaldehyde to furnish the observed products.

中文翻译：

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金催化的N-芳基酰胺与苯并异恶唑的环化反应，构建6个H-吲哚[2,3- b ]喹啉核†

这项工作报告N-芳基乙酰胺与苯并异恶唑的新环化反应形成6 H-吲哚[2,3- b ]喹啉衍生物。这种新方法的合成效用体现在其可利用天然存在的生物碱，包括去甲肾上腺素，新甲氧肾上腺素和11-甲基新甲氧肾上腺素中。我们的实验数据表明，高温条件可使N-芳基亲核试剂具有构象柔性，从而使对金卡宾的攻击有效地产生了反应性吲哚，这些吲哚又再次攻击了苯甲醛以提供所观察到的产物。