Rh(i)- and Rh(ii)-catalyzed C–H alkylation of benzylamines with alkenes and its application in flow chemistry |
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Authors: | Amrita Das Naoto Chatani |
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Institution: | Department of Applied Chemistry, Faculty of Engineering, Osaka University, Suita Osaka 565-0871 Japan, |
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Abstract: | The Rh-catalyzed C–H alkylation of benzylamines with alkenes using a picolinamide derivative as a directing group is reported. Both Rh(i) and Rh(ii) complexes can be used as active catalysts for this transformation. In addition, a flow set up was designed to successfully mimic this process under flow conditions. Several examples are presented under flow conditions and it was confirmed that a flow process is advantageous over a batch process. Deuterium labelling experiments were performed to elucidate the mechanism of the reaction, and the results indicated a possible carbene mechanism for this C–H alkylation process.Rh(i)- and Rh(ii)-catalyzed C–H alkylation of benzylamines with alkenes using a picolinamide derivative as a directing group is reported under both batch and flow. |
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