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<p>Herein, we report a general new method to generate monohaloarenes through Ni-catalyzed Negishi cross-coupling reactions. Dihaloarenes bearing directing groups, such as amide, sulfonamide, and ester groups, underwent <i>meta</i>- and <i>para</i>-selective cross-coupling with arylzinc reagents in the presence of inexpensive and readily available Ni(acac)<sub>2</sub>-based catalysts. Specifically, 2-(di-<i>tert</i>-butylphosphaneyl)-4-methoxy-<i>N</i>,<i>N</i>-dimethylaniline was identified as the optimal ligand. Notably, bromo and chloro groups <i>ortho</i> to the directing groups remained intact under the reaction conditions, demonstrating high functional-group compatibility. We anticipate that this method will open a new avenue for "remote control" strategies in site-selective organic synthesis.</p> Graphical abstract <p></p>

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Microwave-assisted nickel-catalyzed site-selective cross-coupling of dihaloarenes with arylzinc reagents

  • 期刊论文

  • 发表日期：

    2026年4月15日

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  • Chunjing Li

摘要

Herein, we report a general new method to generate monohaloarenes through Ni-catalyzed Negishi cross-coupling reactions. Dihaloarenes bearing directing groups, such as amide, sulfonamide, and ester groups, underwent meta- and para-selective cross-coupling with arylzinc reagents in the presence of inexpensive and readily available Ni(acac)2-based catalysts. Specifically, 2-(di-tert-butylphosphaneyl)-4-methoxy-N,N-dimethylaniline was identified as the optimal ligand. Notably, bromo and chloro groups ortho to the directing groups remained intact under the reaction conditions, demonstrating high functional-group compatibility. We anticipate that this method will open a new avenue for "remote control" strategies in site-selective organic synthesis.

Graphical abstract