Truong Thanh, Mesgar Milad, Le Ky Khac Anh, Daugulis Olafs
Department of Chemistry, University of Houston , Houston, Texas 77204-5003, United States.
J Am Chem Soc. 2014 Jun 18;136(24):8568-76. doi: 10.1021/ja504886x. Epub 2014 Jun 3.
A method for base-promoted arylation of arenes and heterocycles by aryl halides and aryl triflates is described. Additionally, in situ electrophilic trapping of ArLi intermediates generated in the reaction of benzyne with deprotonated arenes or heterocycles has been developed, providing rapid and easy access to a wide range of highly functionalized polyaryls. Base-promoted arylation methodology complements transition-metal-catalyzed direct arylation and allows access to structures that are not easily accessible via other direct arylation methods. The reactions are highly functional-group tolerant, with alkene, ether, dimethylamino, trifluoromethyl, ester, cyano, halide, hydroxyl, and silyl functionalities compatible with reaction conditions.
本文描述了一种通过芳基卤化物和芳基三氟甲磺酸酯进行碱促进的芳烃和杂环芳基化的方法。此外，还开发了在苯炔与去质子化的芳烃或杂环反应中生成的ArLi中间体的原位亲电捕获方法，可快速简便地获得多种高度官能化的多芳基化合物。碱促进的芳基化方法补充了过渡金属催化的直接芳基化，并能得到其他直接芳基化方法不易获得的结构。这些反应对官能团具有高度耐受性，烯烃、醚、二甲氨基、三氟甲基、酯、氰基、卤化物、羟基和硅烷基官能团都与反应条件兼容。
