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σ-P Ligands: convenient syntheses of N-methyl-1,3-benzazaphospholes |
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| Authors: | Mohammed GhalibBasit Niaz Peter G JonesJoachim W Heinicke |
| Institution: | a Institut für Biochemie, Ernst-Moritz-Arndt-Universität Greifswald, 17487 Greifswald, Germany b Department of Chemistry, Hazara University Mansehra, Pakistan c Institut für Anorganische und Analytische Chemie der Technischen Universität Braunschweig, 38023 Braunschweig, Germany |
| Abstract: | A convenient three-step route to 1,5-dimethyl-1,3-benzazaphosphole via Cu- or Pd-catalyzed phosphonylation of 2-iodo-4-methylaniline, reduction to 2-phosphino-4-methylaniline, and disproportionative cyclization with excess formaldehyde is reported. N-Methylbenzazaphospholes can be functionalized in the 2-position via α-CH-lithiation with tBuLi and are π-acidic σ2P-ligands. |
| Keywords: | Phosphonylation Phosphinoaniline Aromatic phosphorus heterocycles Lithiation P ligand |
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