An Approach to Benzophosphole Oxides through Silver- or Manganese-Mediated Dehydrogenative Annulation Involving CC and CP Bond Formation†
Yuto Unoh
Department of Applied Chemistry, Faculty of Engineering, Osaka University, Suita, Osaka 565-0871 (Japan) http://www.chem.eng.osaka-u.ac.jp/∼miura-lab/index-Eng.htm
Search for more papers by this authorDr. Koji Hirano
Department of Applied Chemistry, Faculty of Engineering, Osaka University, Suita, Osaka 565-0871 (Japan) http://www.chem.eng.osaka-u.ac.jp/∼miura-lab/index-Eng.htm
Search for more papers by this authorCorresponding Author
Prof. Dr. Tetsuya Satoh
Department of Applied Chemistry, Faculty of Engineering, Osaka University, Suita, Osaka 565-0871 (Japan) http://www.chem.eng.osaka-u.ac.jp/∼miura-lab/index-Eng.htm
JST, ACT-C, 4-1-8 Honcho, Kawaguchi, Saitama 332-0012 (Japan)
Department of Applied Chemistry, Faculty of Engineering, Osaka University, Suita, Osaka 565-0871 (Japan) http://www.chem.eng.osaka-u.ac.jp/∼miura-lab/index-Eng.htm===Search for more papers by this authorCorresponding Author
Prof. Dr. Masahiro Miura
Department of Applied Chemistry, Faculty of Engineering, Osaka University, Suita, Osaka 565-0871 (Japan) http://www.chem.eng.osaka-u.ac.jp/∼miura-lab/index-Eng.htm
Department of Applied Chemistry, Faculty of Engineering, Osaka University, Suita, Osaka 565-0871 (Japan) http://www.chem.eng.osaka-u.ac.jp/∼miura-lab/index-Eng.htm===Search for more papers by this authorYuto Unoh
Department of Applied Chemistry, Faculty of Engineering, Osaka University, Suita, Osaka 565-0871 (Japan) http://www.chem.eng.osaka-u.ac.jp/∼miura-lab/index-Eng.htm
Search for more papers by this authorDr. Koji Hirano
Department of Applied Chemistry, Faculty of Engineering, Osaka University, Suita, Osaka 565-0871 (Japan) http://www.chem.eng.osaka-u.ac.jp/∼miura-lab/index-Eng.htm
Search for more papers by this authorCorresponding Author
Prof. Dr. Tetsuya Satoh
Department of Applied Chemistry, Faculty of Engineering, Osaka University, Suita, Osaka 565-0871 (Japan) http://www.chem.eng.osaka-u.ac.jp/∼miura-lab/index-Eng.htm
JST, ACT-C, 4-1-8 Honcho, Kawaguchi, Saitama 332-0012 (Japan)
Department of Applied Chemistry, Faculty of Engineering, Osaka University, Suita, Osaka 565-0871 (Japan) http://www.chem.eng.osaka-u.ac.jp/∼miura-lab/index-Eng.htm===Search for more papers by this authorCorresponding Author
Prof. Dr. Masahiro Miura
Department of Applied Chemistry, Faculty of Engineering, Osaka University, Suita, Osaka 565-0871 (Japan) http://www.chem.eng.osaka-u.ac.jp/∼miura-lab/index-Eng.htm
Department of Applied Chemistry, Faculty of Engineering, Osaka University, Suita, Osaka 565-0871 (Japan) http://www.chem.eng.osaka-u.ac.jp/∼miura-lab/index-Eng.htm===Search for more papers by this authorThis work was partly supported by Grants-in-Aid from MEXT, JSPS, and JST (Japan).
Graphical Abstract
Benzophosphole construction was achieved through the AgI-mediated dehydrogenative annulation of phenylphosphine oxides with internal alkynes in a process involving CC and CP bond formation. A wide range of asymmetrical phenylacetylenes could be employed and the reactions proceeded with perfect regioselectivity. Moreover, the annulation could be conducted even at room temperature when a MnIII promoter was used in place of AgI.
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