One-pot two-step synthesis of N-arylcarbazole-based skeleton

Sheng Tao; Ning Liu; Bin Dai

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One-pot two-step synthesis of N-arylcarbazole-based skeleton

机译：基于N-芳基咔唑基骨骼的单壶两步合成

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A highly site-selective, one-pot, sequential C–N and C–C bond forming process was developed, affording a carbazole-based skeleton that contains biphenyl and diarylacetylene cores. The success of this process is attributed to the use of fluorinated iodoarenes as the starting material, the fluorine group of which preferentially reacts with carbazole. The subsequent coupling of the intermediate iodinated N -arylcarbazole with arylboronic acid or arylacetylene produced the desired products. The intermediate underwent a Pd-catalyzed Ullmann coupling with excess fluorinated iodoarenes in the absence of arylboronic acid or arylacetylene, resulting in Ullmann coupling products in a one-pot process.

机译：开发出高度位点选择，单壶，顺序C-N和C-C键形成方法，得到咔唑类骨架，其含有联苯和二芳基乙炔核。该方法的成功归因于使用氟化碘化物作为原料，其氟基团优先与咔唑反应。中间体碘化N-芳基咔唑与芳基硼酸或芳基乙炔的随后偶联产生所需产物。中间体在不存在芳基硼酸或芳基乙炔的情况下，中间体与过量氟化碘化物进行PD催化的ULLmann偶联，导致Ullmann偶联产品在一个罐过程中。

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《RSC Advances》 |2016年第49期|共11页
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Sheng Tao; Ning Liu; Bin Dai;
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1. One-pot two-step synthesis of N-arylcarbazole-based skeleton [J] . Tao Sheng, Liu Ning, Dai Bin RSC Advances . 2016,第49期

机译：一锅两步合成基于N-芳基咔唑的骨架
2. A Total Synthesis of l-Methoxycanthin-6-one: An Efficient One-Pot Synthesis of the Canthin-6-one Skeleton from p-Carboline-1-carbaldehyde [J] . Hideham Suzuki, Makoto Adachi, Yuki Ebihara, Synthesis: International Journal of Methods in Synthetic Organic Chemistry . 2005,第1期

机译：l-甲氧基天花素6-1的全合成：由对-咔啉-1-甲醛有效的一锅合成Canthin-6-骨架。
3. A total synthesis of 1-methoxycanthin-6-one: An efficient one-pot synthesis of the canthin-6-one skeleton from beta-carboline-1-carbaldehyde [J] . Suzuki H, Adachi M, Ebihara Y, Synthesis: International Journal of Methods in Synthetic Organic Chemistry . 2005,第1期

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One-pot two-step synthesis of N-arylcarbazole-based skeleton

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