Synthesis of 8‐Oxoberbines and Related Benzolactams by Pd(OAc)2‐Catalyzed Direct Aromatic Carbonylation |
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| Authors: | Mamoru Miyazawa Takashi Tokuhashi Akiyoshi Horibata Takatoshi Nakamura Yu Onozaki Nobuhito Kurono Hisanori Senboku Masao Tokuda Takeshi Ohkuma Kazuhiko Orito |
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| Affiliation: | 1. Laboratory of Organic Synthesis, Division of Molecular Chemistry, Graduate School of Engineering, Hokkaido University, , Sapporo 060‐8628 Japan;2. Laboratory of Organic Synthesis, Division of Chemical Process Engineering, Faculty of Engineering, Hokkaido University, , Sapporo 060‐8628 Japan;3. Laboratory of Organic Reaction, Division of Chemical Process Engineering, Faculty of Engineering, Hokkaido University, , Sapporo 060‐8628 Japan |
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| Abstract: | A variety of alkoxy‐substituted benzolactams with a berbine or yohimbane skeleton were prepared from 1‐benzyl‐1,2,3,4‐tetrahydroisoquinolines or 1‐benzyl‐1,2,3,4‐tetrahydro‐β‐carbolines by a phosphine‐free Pd(II)‐catalyzed direct aromatic carbonylation in a Pd(OAc)2‐Cu(OAc)2 catalytic system. The site selectivity was compared with that of the carbonylation with Pd(OAc)2 or Pd(OAc)2·2 PPh3, respectively. |
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