Radical Borylative Cyclization of Isocyanoarenes with N-Heterocyclic Carbene Borane: Synthesis of Borylated Aza-arenes.
Radical Borylative Cyclization of Isocyanoarenes with N-Heterocyclic Carbene Borane: Synthesis of Borylated Aza-arenes.
复制标题
用 N-杂环卡宾硼烷进行异氰基芳烃的自由基环化：硼化氮杂芳烃的合成。
DOI：
10.1021/acs.orglett.1c00309
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发表时间：
2021-02
期刊：
影响因子：
5.2
通讯作者：
Wang Honggen
中科院分区：
文献类型：
--
作者：
Liu Yao;Li Ji-Lin;Liu Xu-Ge;Wu Jia-Qiang;Huang Zhi-Shu;Li Qingjiang;Wang Honggen
硼化氮杂芳烃在有机合成领域具有重要的意义。在无金属条件下，用N-杂环卡宾硼烷（NHC-BH 3）进行了异氰基芳烃的自由基硼化环化反应。该反应允许几种类型的硼基化氮杂芳烃（菲啶、苯并噻唑等）的有效组装，使用替代方法很难接近。观察到温和的反应条件、良好的官能团耐受性和通常良好的效率。这些产品的效用证明，并讨论了机制。
Borylated aza-arenes are of great importance in the area of organic synthesis. A radical borylative cyclization of isocyanoarenes with N-heterocyclic carbene borane (NHC-BH3) under metal-free conditions was developed. The reaction allows the efficient assembly of several types of borylated aza-arenes (phenanthridines, benzothiazoles, etc.), which are difficult to access using alternative methods. Mild reaction conditions, a good functional-group tolerance, and generally good efficiencies were observed. The utility of these products is demonstrated, and the mechanism is discussed.