Rhodium(I)‐Catalyzed Cycloisomerization of Benzylallene‐Alkynes through CH Activation |
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| Authors: | Yasuaki Kawaguchi Dr Shigeo Yasuda Akira Kaneko Yuki Oura Prof?Dr Chisato Mukai |
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| Institution: | Division of Pharmaceutical Sciences, Graduate School of Medicinal Sciences, Kanazawa University, Kakuma‐machi, Kanazawa 920‐1192 (Japan) |
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| Abstract: | The efficient RhI‐catalyzed cycloisomerization of benzylallene‐alkynes produced the tricyclo9.4.0.03,8]pentadecapentaene skeleton through a C ? H bond activation in good yields. A plausible reaction mechanism proceeds via oxidative addition of the acetylenic C? H bond to RhI, an ene‐type cyclization to the vinylidenecarbene–RhI intermediate, and an electrophilic aromatic substitution with the vinylidenecarbene species. It was proposed based on deuteration and competition experiments. |
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| Keywords: | alkynes allenes C– H activation cycloisomerization rhodium |
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