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One-pot tandem synthesis of carbazole-1,4-quinone from Fischer-Borsche ring using molecular iodine/periodic acid
Tetrahedron ( IF 2.1 ) Pub Date : 2023-04-13 , DOI: 10.1016/j.tet.2023.133413
Mahavir S. Naykode , Priyanka M. Lagad , Monica H. Ghom , Pradeep D. Lokhande , Vivek T. Humne

An efficient method for the synthesis of carbazole-1,4-quinones has been achieved from the Fischer-Borsche ring using a combination of a catalytic amount of molecular iodine and periodic acid. The developed protocol displayed a broad range of substrate scope and good tolerance to a variety of substituents. The key step of the develop protocol involved double-oxidation of Fischer-Borsche ring. Moreover, the effectiveness of this method has been extended to the concise synthesis of bioactive Murrayaquinone A and Koeniginequinone A.



中文翻译:

使用分子碘/高碘酸从 Fischer-Borsche 环一锅法串联合成咔唑-1,4-醌

使用催化量的分子碘和高碘酸的组合,从 Fischer-Borsche 环实现了合成咔唑-1,4-醌的有效方法。开发的协议显示了广泛的底物范围和对各种取代基的良好耐受性。开发协议的关键步骤涉及 Fischer-Borsche 环的双重氧化。此外,该方法的有效性已扩展到生物活性 Murrayaquinone A 和 Koeniginequinone A 的简明合成。

更新日期:2023-04-13
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