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通过钯催化的甲基苯基亚砜的顺序芳基化反应进行三芳基甲烷的模块化合成。

Modular synthesis of triarylmethanes through palladium-catalyzed sequential arylation of methyl phenyl sulfone.

机构信息

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

出版信息

Angew Chem Int Ed Engl. 2014 Jan 13;53(3):742-6. doi: 10.1002/anie.201307019. Epub 2013 Dec 4.

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-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.

摘要

三芳基甲烷是材料、传感和药物领域中具有重要价值的结构,它们可以通过以甲基苯基砜为模板,以较低的成本和较高的易得性进行合成。三个芳基基团通过两个连续的钯催化 C-H 芳基化反应,随后进行芳基化脱硫反应来安装。这种方法为使用易得的卤代芳烃和芳基硼酸合成多取代的三芳基甲烷提供了一种新的合成途径,对于制备尚未探索的三芳基甲烷基材料和药物也具有重要价值。

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