Rhodium(III)‐Catalyzed CC and CO Coupling of Quinoline N‐Oxides with Alkynes: Combination of CH Activation with O‐Atom Transfer |
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| Authors: | Xueyun Zhang Zisong Qi Prof Xingwei Li |
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| Institution: | 1. Dalian Institute of Chemical Physics, Chinese Academy of Sciences, Dalian 116023 (China);2. School of Chemistry and Pharmaceutical Engineering, Qilu University of Technology, Jinan 250353 (China) |
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| Abstract: | Cp*RhIII]‐catalyzed C? H activation of arenes assisted by an oxidizing N? O or N? N directing group has allowed the construction of a number of hetercycles. In contrast, a polar N? O bond is well‐known to undergo O‐atom transfer (OAT) to alkynes. Despite the liability of N? O bonds in both C? H activation and OAT, these two important areas evolved separately. In this report, Cp*RhIII] catalysts integrate both areas in an efficient redox‐neutral coupling of quinoline N‐oxides with alkynes to afford α‐(8‐quinolyl)acetophenones. In this process the N? O bond acts as both a directing group for C? H activation and as an O‐atom donor. |
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| Keywords: | alkynes C H activation heterocycles N‐oxides rhodium |
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