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Modular Synthesis of Triarylmethanes through Palladium-Catalyzed Sequential Arylation of Methyl Phenyl Sulfone

Authors

  • Dr. Masakazu Nambo,

    Corresponding author
    1. Institute of Transformative Bio-Molecules (WPI-ITbM), Nagoya University, Nagoya 464-8602 (Japan)
    • Institute of Transformative Bio-Molecules (WPI-ITbM), Nagoya University, Nagoya 464-8602 (Japan)

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  • Dr. Cathleen M. Crudden

    Corresponding author
    1. Institute of Transformative Bio-Molecules (WPI-ITbM), Nagoya University, Nagoya 464-8602 (Japan)
    2. Department of Chemistry, Queen's University, 90 Bader Lane, Kingston, Ontario, K7L 3N6 (Canada)
    • Institute of Transformative Bio-Molecules (WPI-ITbM), Nagoya University, Nagoya 464-8602 (Japan)

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  • Dr. Shohei Saito is thanked for assistance with X-ray crystal-structure analysis. JSPS and Nagoya University are acknowledged for funding of this research through the WPI program. We thank Dr. Kenichiro Itami for valuable suggestions.

Abstract

Triarylmethanes, which are valuable structures in materials, sensing and pharmaceuticals, have been synthesized starting from methyl phenyl sulfone as an inexpensive and readily available template. The three aryl groups were installed through two sequential palladium-catalyzed C[BOND]H arylation reactions, followed by an arylative desulfonation. This method provides a new synthetic approach to multisubstituted triarylmethanes using readily available haloarenes and aryl boronic acids, and is also valuable for the preparation of unexplored triarylmethane-based materials and pharmaceuticals.

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