Ruthenium(II)‐Catalyzed C−H Activation of Imidamides and Divergent Couplings with Diazo Compounds: Substrate‐Controlled Synthesis of Indoles and 3H‐Indoles |
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Authors: | Yunyun Li Dr Zisong Qi Dr He Wang Xifa Yang Prof Xingwei Li |
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Affiliation: | 1. Dalian Institute of Chemical Physics, Chinese Academy of Sciences, Dalian, China;2. University of Chinese Academy of Sciences, Beijing, China |
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Abstract: | Indoles are an important structural motif that is commonly found in biologically active molecules. In this work, conditions for divergent couplings between imidamides and acceptor–acceptor diazo compounds were developed that afforded NH indoles and 3H‐indoles under ruthenium catalysis. The coupling of α‐diazoketoesters afforded NH indoles by cleavage of the C(N2)?C(acyl) bond whereas α‐diazomalonates gave 3H‐indoles by C?N bond cleavage. This reaction constitutes the first intermolecular coupling of diazo substrates with arenes by ruthenium‐catalyzed C?H activation. |
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Keywords: | C− H activation diazo compounds indoles ruthenium transition-metal catalysis |
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